Historic, archived document Do not assume content reflects current scientific knowledge, policies, or practices. wr/. 7 ' A?r c ^ ‘d ~pa>^\ — £>3 ^ > i , A Agricultural Research Service UNITED STATES DEPARTMENT OF AGRICULTURE This publication reports research involving pesticides. It does not contain recommendations for their use, nor does it imply that the uses discussed here have been registered. All uses of pesticides must be registered by appropriate State and/or Federal agencies before they can be recom- mended. CAUTION : Pesticides can be injurious to humans, domestic animals, bene- ficial insects, desirable plants, and fish or other wildlife — if they are not handled or applied properly. Use all pesticides selectively and carefully. Follow recommended practices for the disposal of surplus pesticides and pesticide containers. U.S. DEPARTMENT OF A6RICUITURE Trade names are used in this publication solely to provide specific infor- mation. Mention of a trade name does not constitute a warranty or an endorsement of the product by the U.S. Department of Agriculture to the exclusion of other products not mentioned. Washington, D.C. Issued October 1976 LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES, 1953-1974 By O. F. Bodenstein 1 and J. H. Fales,1 2 Biological Eva luation of Chemicals Laboratory, Northeastern Region, Agricultural Research Service In 1953 the search for cockroach repellents was undertaken at Beltsville, Md. The candi- date compounds were either prepared by chem- ists of the former Entomology Research Divi- sion at Beltsville or obtained from commercial suppliers, especially S. C. Johnson and Son, Inc. This report contains 901 compounds that were evaluated biologically; 872 were synthetics and the remainder botanical extracts. METHOD To determine the repellency of a compound, a modification of the method of Goodhue and Tis- sol (6) 3 was used. Ten male and ten female adult cockroaches were placed without food or water in a 19- by 10-cm glass crystallizing dish. The inner lip of the dish was coated with a thin layer of paraffin oil to prevent the insects’ escape. The cockroaches were offered a choice of two shelters, one of which was treated with the candidate compound. The type of shelter de- pended on the size of the insect. A notched, soft cardboard box, 6.35 cm square by 2.9 cm deep, was used for the German cockroach ( Blattella germanica (L.)) and the brownbanded cock- roach ( Supella longipalpa (F.)). An unwaxed, lidless, Vo-pint cylindrical ice cream container with two entrance notches was used for the American cockroach ( Periplaneta americana (L.) ) and the oriental cockroach ( Blatta orien - talis L. ) . The shelters were treated immediately before the test by pipetting a 1-percent solution of 1 Retired Oct. 25, 1975. 2 Retired June 30, 1972. 3 Italic numbers in parentheses refer to Literature Cited, p. 2. the compounds in acetone on the entire inner surface. One ml was used in the small boxes (82 cm2) and 2 ml in the ice cream cartons (150 cm2). When the acetone had completely evapo- rated, a treated and an untreated shelter were placed in the crystallizing dish with the cock- roaches. With each series of tests since 1956, fencholic acid was used as a standard. The tests were always started on Monday, and the cockroaches were counted daily except Sunday for 1 week. With as little disturbance to the insects as possible, a count was made by observing through the bottom of the crystalliz- ing dish. Only the insects on the inner surface of the shelters were counted. Cockroaches that had entered neither container or were merely hiding beneath the shelter were not included in the day’s count. After each count the insects were shaken out of their shelters and the two shelters reversed to force the insects to make another choice. Each test was replicated 2 or 3 times resulting in a minimum of 12 counts for each test material. Most of the compounds tested were screened first against the German cockroach. In general, only the compounds that caused 20 percent or less of the insects to enter the treated carton were screened against the American cockroach. If satisfactory results were obtained again, the compound was further tested against the orien- tal and brownbanded cockroaches. Some studies were limited by a shortage of compounds, in- sects, or time. RESULTS AND DISCUSSION The results of this study are given in table 1. The compounds tested are divided into synthet- ics and botanicals. The chemical names are in 1 2 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE accordance with “Chemical Abstracts,” 8th Col- lective Index (1967-71). The effectiveness of the chemicals under test is expressed in the percent of the insects that entered the treated carton. Since a treated and an untreated carton were used in each test, 50 percent would indicate that the treated carton was completely ineffective and that the insects had divided equally in the two cartons. The percentages in the table can be converted to percent repellency by multiplying them by 2 and subtracting from 100. For example, if 3 percent of the insects entered a treated carton, the test material would be 94 percent effective as a repellent (100 -(2 x 3)= 94). Of th 901 compounds tested, 127 repelled 94 percent or more of the German cockroaches, 61 repelled 100 percent of this species, and 13 re- pelled 100 percent of all four species tested. These outstanding materials are items 70, 165, 506, 516, 549, 551, 552, 678, 718, 727, 728, 750, and 845 in table 1. No attempt is made here to correlate the bi- ological results with chemical structure. How- ever, some of the chemicals listed have been correlated previously (7, 8 , 11, 12). Although not based on biological data obtained at Belts- ville, chemical structure has been correlated with biological results by McGovern et al. (9 and 10) . Mortality counts were made in connection with the daily repellent counts, but in most cases were not higher than would be expected from natural causes. No attempt was made to determine whether the better repellents were toxicants at higher concentrations. The repel- lency of known toxicants to cockroaches has been reported by Burden (1) , Ebeling et al. (2—5) , and Smittle et al. (13) . LITERATURE CITED (1) Burden, G. S. 1975. REPELLANCY OF SELECTED INSECTICIDES. Pest Control 43 (6) : 16, 18. (2) Ebeling, W., Reierson, D. A., and Wagner, R. E. 1967. INFLUENCE OF REPELLENCY ON THE EFFI- CACY OF BLATTICIDES. II. LABORATORY EX- PERIMENTS WITH GERMAN COCKROACHES. Jour. Econ. Ent. 60: 1375-1390. (3) Reierson, D. A., and Wagner, R. E. 1968. INFLUENCE OF REPELLENCY ON THE EFFI- CACY OF BLATTICIDES. III. FIELD EXPERI- MENTS WITH GERMAN COCKROACHES WITH NOTES ON THREE OTHER SPECIES. Jour. Econ. Ent. 61 : 751-761. (4) Reierson, D. A., and Wagner, R. E. 1968. influence of repellency on the effi- cacy OF BLATTICIDES. IV. COMPARISON OF four cockroach species. Jour. Econ. Ent. 61: 1213-1219. (5) Wagner, R. E., and Reierson, D. A. 1966. INFLUENCE OF REPELLENCY ON THE EFFI- CACY OF BLATTICIDES. I. LEARNED MODI- FICATION OF BEHAVIOR OF THE GERMAN COCKROACH. Jour. Econ. Ent. 59: 1374- 1388. (6) Goodhue, L. D., and Tissol, C. L. 1952. DETERMINING THE REPELLENT ACTION OF CHEMICALS TO THE AMERICAN COCKROACH. Jour. Econ. Ent. 45: 133-134. (7) McGovern, T. P., Bodenstein, O. F., Fales, J. H., and Beroza, M. 1974. AMIDES OF HETEROCYCLIC AMINES: HIGHLY EFFECTIVE AS REPELLENTS AGAINST FOUR species of cockroach. Jour. Econ. Ent. 67: 639-640. (8) Bodenstein, O. F., Fales, J. H., and Beroza, M. 1975. N,N-DISUBSTITUTED N -ALIPHATIC AMIDES AS REPELLENTS FOR FOUR COCKROACH SPECIES. Jour. Med. Ent. 12: 259-260. (9) Burden, G. S., and Beroza, M. 1975. N-ALKANESULFONAMIDES AS REPELLENTS FOR THE GERMAN COCKROACH. Jour. Med. Ent. 12: 387-389. (10) Gouck, H. K., Burden, G. S., and others. 1974. N,N-SUBSTITUTED N-ALKANESULFONAMIDES AS REPELLENTS FOR THE YELLOWFEVER MOS- QUITO AND THE GERMAN COCKROACH. Jour. Econ. Ent. 67: 71-73. (11) Schwartz, M., Bodenstein, O. F., and Fales, J. H. 1970. COMPOUNDS RELATED TO CYAN OACETIC ACID AS REPELLENTS FOR COCKROACHES. Jour. Econ. Ent. 63 : 429-432. (12) — Bodenstein, O. F., and Fales, J. H. 1971. COMPOUNDS RELATED TO CYANOACETIC ACID AS REPELLENTS FOR COCKROACHES. II. Jour. Econ. Ent. 64: 576-578. (13) Smittle, B. J., Burden, G. S., and Banks, W. A. 1968. COCKROACH INSECTICIDES. HOW REPELLENT ARE THEY? Pest Control 36 (11) : 9-10. LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 3 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species. Average of 2 tests or more of 1-week duration , consisting of 6 daily counts. Dosage of 1 ml per 82 cm 2 in tests against German and brownbanded cockroaches and 2 ml per 150 cm2 against American and oriental cockroaches Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded SYNTHETICS Percent Percent Percent Percent 1 21274 Acetaldehyde, 2-chloroethyl piperonyl acetal 17 50 2 23530 Acetamide, N-benzyl-2-chloro- 40 18 3 70274 Acetamide, N-l-butenyl-N-cyclohexyl- 10 10 4 70176 Acetamide, N-butyl-N- ( 1-butylpropenyl ) - 15 2 2 5 23388 Acetamide, N-butyl-2-chloro- 15 6 6 23528 Acetamide, N-sec-butyl-2-chloro- 42 13 _____ 7 23573 Acetamide, N-ter£-butyl-2-chloro- 46 21 8 70322 Acetamide, N-butyl-N-l-cyclohexen-l-yl- 2 2 0 2 9 70148 Acetamide, N-butyl-N- [2- ( 1-cyclohexen-l-yl) - 1-cyclohexen-l-yl] - 33 — — --- 10 28966 Acetamide, N-butyl-iV- (3,7-dimethyl-l,6-octadienyl) - 13 27 6 0 11 70145 Acetamide, N-butyl-N- ( 1,4-dimethyl-l-pentenyl) - 2 7 12 70036 Acetamide, N-butyl-iV- (l-ethoxy-3,7-dimethyl-6- octenyl)- 42 — — — 13 28968 Acetamide, N-butyl-N- (2-ethyl-l-hexenyl)- 1 0 1 0 14 70272 Acetamide, N-butyl-N- ( 2-ethylhexyl) - 0 0 15 70237 Acetamide, N-butyl-N- (2-ethyl-l-methoxyhexyl) - 3 0 16 28969 Acetamide, N-butyl-N-p-menth-3-en-3-yl- 0 0 1 2 17 70234 Acetamide, N-butyl-N- ( 1-methyl-l-hexenyl) - 6 4 ___ 18 70330 Acetamide, N-butyl-2V- (3,3,5-trimethyl-l,5- cyclohexadien-l-yl) - 0 1 0 0 19 23531 Acetamide, 2-chloro-N-cyclohexyl- 24 2 20 23853 Acetamide, 2-chloro-V,V-dicyclohexyl- 56 66 21 23570 Acetamide, 2-chloro-N,2V-diethyl- 32 14 22 23544 Acetamide, 2-chloro-N,N-diisobutyl- 25 2 23 23542 Acetamide, 2-chloro-N,N-diisopropyl- 19 5 __ _ 24 23535 Acetamide, 2-chloro-N,N-dioctyl- 46 46 25 23551 Acetamide, 2-chloro-7V,Ar-dipentyl- 64 36 26 23527 Acetamide, 2-chloro-N,N-dipropyl- 16 2 27 23532 Acetamide, 2-chloro-N-heptyl- 1 2 28 23533 Acetamide, 2-chloro-N-hexyl- 5 1 29 23529 Acetamide, 2-chloro-N-isobutyl- 28 8 30 23558 Acetamide, 2-chloro-N- ( 3-isopropoxypropyl) - 44 18 31 23574 Acetamide, 2-chloro-N-isopropyl- 38 42 32 23552 Acetamide, 2-chloro-N- ( 3-methoxypropyl ) - 36 40 33 23565 Acetamide, 2-chloro-N- (a-methylbenzyl)- 52 36 34 23571 Acetamide, 2-chloro-N-l-naphthyl- 45 45 35 23537 Acetamide, 2-chloro-N-octyl- 4 17 36 23564 Acetamide, 2-chloro-N-pentyl- 15 7 37 23562 Acetamide, 2-chloro-N-phenethyl- 42 56 38 23390 Acetamide, 2-chloro-N-propyl- 19 12 39 34203 Acetamide, 2-cyano-N,Ar-diethyl- 28 54 40 70336 Acetamide, N-[2-( 1-cyclohexen-l-yl ) -1-cyclohexen- l-yl] -N-isobutyl- 18 0 0 1 41 70329 Acetamide, N-l-cyclohexen-l-yl-N-isobutyl- 3 0 0 8 42 70334 Acetamide, 2V-l-cyclohexen-l-yl-N-propyl- See footnotes at end of table. 7 0 0 0 4 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded synthetics — Continued Percent Percent Percent Percent 43 28967 Acetamide, N-cyclohexyl-AT- (3,7-dimethyl-l,6- octadienyl)- 65 14 23 0 44 70141 Acetamide, N-cyclohexyl-N- (2-ethyl-l-hexenyl) - 2 23 45 16742 Acetamide, AT-cyclohexyl-iV- (2-ethylhexyl) - 14 14 46 70271 Acetamide, N-cyclohexyl-AMsobutyl- 0 1 47 28970 Acetamide, N-cyclohexyl-AT- (2-methylpropenyl)- 12 0 0 0 48 16737 Acetamide, N-cyclohexyl-TV-propyl- 1 0 49 33505 Acetamide, N-decyl-2- (p-methoxyphenoxy) - 11 76 50 23547 Acetamide, N,2V-dibenzyl-2-chloro- 48 78 51 23543 Acetamide, N,iV-dibutyl-2-chloro- 14 2 52 34109 Acetamide, iV,2V-dibutyl-2-[ (o-methoxybenzyl)oxy]- 47 53 34051 Acetamide, N,7V-dibutyl-2-[ (p-methoxybenzyl) oxy]- 18 48 54 33488 Acetamide, AT, iV-dibutyl-2- (o-methoxyphenoxy) - 67 55 33489 Acetamide, iV,7V-dibutyl-2- (p-methoxyphenoxy)- 7 56 56 34108 Acetamide, N,2V-diethyl-2-[ (o-methoxy benzyl) oxy]- 48 57 34050 Acetamide, N,2V-diethyl-2-[ (p-methoxybenzyl)oxy]- 70 58 33484 Acetamide, 7V,iV-diethyl-2- ( o-methoxyphenoxy ) - 58 59 33485 Acetamide, N,N-d\ ethyl-2- (p-methoxyphenoxy) - 46 60 34111 Acetamide, N,7V-diisobutyl-2- [ (o-methoxybenzyl)- oxy]- 54 — — — 61 34052 Acetamide, 7V,iV-diisobutyl-2- [ (p-methoxybenzyl)- oxy]- 70 — — — 62 33492 Acetamide, 2V,N-diisobutyl-2- (o-methoxyphenoxy) - 67 63 33493 Acetamide, N,N-diisobutyl-2- (p-methoxyphenoxy) - 58 64 34053 Acetamide, AT,2V-diisopropyl-2-[ (p-methoxybenzyl)- oxy]- 35 — — 65 33491 Acetamide, AT,N-diisopropyl-2- (p-methoxyphenoxy) - 47 66 70409 Acetamide, N- (3,7-dimethyl-l,6-octadienyl) -N- methyl-, ( E )- 2 0 0 1 67 70235 Acetamide, N- (2-ethyl-l-hexenyl) -AT-isobutyl- 0 6 68 70201 Acetamide, N- ( 2-ethyl-l-hexenyl) -AT-isopropyl- 7 0 1 69 70236 Acetamide, N- (2-ethyl-l-hexenyl) -N-propyl- 4 4 70 70415 Acetamide, N- (2-ethyl-l-methoxyhexyl)-7V-methyl- 0 0 0 0 71 70238 Acetamide, N- (2-ethyl-l-methoxy hexyl) -N-propyl- 2 4 72 33498 Acetamide, N-heptyl-2- ( o-methoxyphenoxy) - 72 44 73 33499 Acetamide, N-heptyl-2- (p-methoxyphenoxy )- 46 74 33497 Acetamide, jV-hexyl-2- (p-methoxyphenoxy) - 42 75 70333 Acetamide, N-isopropyl-N- (a-methoxybenzyl) - 12 0 2 0 76 70202 Acetamide, N-isopropyl-AT- (2-methylpropenyl) - 56 77 70381 Acetamide, N- ( a-methoxybenzyl) - AT-methyl- 35 78 34110 Acetamide, 2-[ (o-methoxybenzyl)oxy]-N,iV-dipentyl- 53 79 34107 Acetamide, 2-[ (o-methoxybenzyl)oxy]-N,AT- dipropyl- 56 — — — 80 70240 Acetamide, N- ( a-methoxybenzyl) -N-propyl- 1 0 81 70239 Acetamide, N- ( l-methoxy-3,7-dimethyl-6-octenyl) - N-propyl- 10 22 — - --- 82 33506 Acetamide, 2- (o-methoxyphenoxy) -]V,N-dipentyl- 35 83 33507 Acetamide, 2- (p-methoxyphenoxy) -jV,N-dipentyl- See footnotes at end of table. 35 --- — — LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 5 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (A 13- ) Compound Brown- German American Oriental banded synthetics — Continued Percent Percent Percent Percen 84 33486 Acetamide, 2- (o-methoxyphenoxy) -7V,N-dipropyl- 49 85 33487 Acetamide, 2- (p-methoxyphenoxy) -N,N-dipropyl- 80 50 86 33502 Acetamide, 2- (o-methoxyphenoxy) -N-nonyl- 46 87 33503 Acetamide, 2- (p-methoxyphenoxy) -N-nonyl- 38 88 33501 Acetamide, 2- (p-methoxyphenoxy) -V-octyl- 62 89 33480 Acetamide, 2- (o-methoxyphenoxy ) -N-propyl- 20 25 90 33481 Acetamide, 2- (p-methoxyphenoxy ) -N-propyl- 25 91 2832 Acetamide, V-pentyl- 40 46 92 70306 Acetamide, N-propyl-N- ( a,3,4,5-tetramethoxy- benzyl)- 60 — — 93 23541 Acetanilide, 2'-bromo-2-chloro- 37 2 94 2484 Acetanilide, V-butyl- 5 10 1 9 95 23550 Acetanilide, N-butyl-2-chloro- 34 2 96 1088 Acetanilide, 2-chloro- 42 62 97 23549 Acetanilide, 2-chloro-N-ethyl- 22 1 98 23560 Acetanilide, 2-chloro-N-isopentyl- 28 4 99 23548 Acetanilide, 2 -chloro- V-methyl- 24 2 100 23563 Acetanilide, 2-chloro-2'-nitro- 44 27 101 23559 Acetanilide, 2-chloro-N-pentyl- 40 12 102 23539 Acetanilide, 2,2'-dichloro- 34 0 103 23538 Acetanilide, 2,3'-dichloro- 26 13 104 23540 Acetanilide, 2,4'-dichloro- 34 30 105 5523 Acetanilide, N-ethyl- 38 5 106 17307 Acetanilide, 4 '-hydroxy-2 '-pentadecyl-, acetate 50 42 107 5528 Acetanilide, N-isopentyl- 3 13 2 i 108 3341 Acetanilide, AMsopropyl- 22 3 109 5816 Acetanilide, N-methyl- 56 20 110 23561 Acetanilide, 2,2',5'-trichloro- 28 44 111 23553 o-Acetanisidide, 2-chloro- 50 34 112 23554 p-Acetanisidide, 2-chloro- 64 54 113 21296 Acetic acid, (2-benzothiazolylthio)-, ethyl ester 52 30 114 18343 Acetic acid, chloro-, benzyl ester 16 22 115 18417 Acetic acid, chloro-, 2-sec-butylcyclohexyl ester 25 42 116 18416 Acetic acid, chloro-, 2-(p-£er£-butylphenoxy) ethyl ester 42 58 — — 117 18412 Acetic acid, chloro-, 2-chloroethyl ester 38 40 118 18409 Acetic acid, chloro-, 2-cyclohexylethyl ester 39 16 119 18524 Acetic acid, chloro-, 1,3-dimethylbutyl ester 40 52 120 18525 Acetic acid, chloro-, 1-ethylpentyl ester 43 36 — 121 18523 Acetic acid, chloro-, 1-ethylpropyl ester 36 67 — 122 18498 Acetic acid, chloro-, 2-ethyl-l-propyltrimethylene ester 40 51 — — 123 18499 Acetic acid, chloro-, isobutyl ester 42 70 124 18526 Acetic acid, chloro-, l-isobutyl-3-methylbutyl ester 41 82 125 18414 Acetic acid, chloro-, 2-isopropylcyclohexyl ester 31 43 — 126 18503 Acetic acid, chloro-, 2-methoxyethyl ester 62 24 — — 127 18484 Acetic acid, chloro-, 4-methylcyclohexyl ester See footnotes at end of table. 37 23 — — 6 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded synthetics — Continued Percent Percent Percent Percent 128 18522 Acetic acid, chloro-, 1-methylheptyl ester 62 39 ___ 129 18487 Acetic acid, chloro-, 1-methyltrimethylene ester 40 40 130 18495 Acetic acid, chloro-, pentamethylene ester 38 52 131 18405 Acetic acid, chloro-, phenethyl ester 20 7 132 18407 Acetic acid, chloro-, 3-phenylpropyl ester 1 18 133 18500 Acetic acid, chloro-, propylene ester 38 30 134 5831 Acetic acid, cyanophenyl-, ethyl ester 57 16 135 28464 Acetoacetamide, A-piperonyl- 14 136 23566 o-Acetophenetidide, 2-chloro- 30 48 137 23575 p-Acetophenetidide, 2-chloro- 56 50 138 1029 Acetophenone, 4 '-ethoxy- 27 13 139 23534 o-Acetotoluidide, 2-chloro- 46 4 140 23536 p-Acetotoluidide, 2-chloro- 36 49 n 141 70546 Acrylamide, iV-dodecyl- 68 142 70545 Acrylamide, N-octadecyl- 0 5 0 2 143 15687 Acrylic acid, octadecyl ester 32 144 10548 Acrylic acid, 3-benzoyl-, ethyl ester 18 17 145 70550 Acrylic acid, 2-heptyl- 0 1 0 16 146 21699 Acrylic acid, 3-[3,4-(methylenedioxy)phenyl]- 2-phenyl-, ethyl ester 52 20 — — 147 21732 Acrylic acid, 3- [3,4- (methylenedioxy) phenyl] - 2-phenyl-, methyl ester 40 26 — — 148 26664 /3-Alanine, A^TV-diethyl-, methyl ester 42 149 14640 Aniline, 3,5-dibromo- 56 67 150 15354 Aniline, N-ethyl-N-nitroso- 22 12 151 34459 o-Anisamide, 4-chloro-2V,N-diethyl- 19 35 152 33863 o-Anisamide, 3,5-dibromo-N,N-diethyl- 40 28 153 33862 o-Anisamide, 3,5-dichloro-N,2V-diethyl- 20 18 154 34457 o-Anisamide, N,N-diethyl-3,5-diiodo- 50 155 20810 o-Anisamide, N,iV-diethyl-3-methyl- 10 8 156 34234 o-Anisic acid, 3,5-dibromo-, methyl ester 26 157 70081 Anisole, 3-methyl-4- (methylthio) - 7 22 6 158 70080 Anisole, 4- (methylthio) - 26 159 23569 Anthranilic acid, N- ( chloroacetyl ) -, methyl ester 50 52 160 70209 1H- Azepine, 1- (butylsulfonyl) hexahydro- 6 4 161 35469 lH-Azepine, 1-butyrylhexahydro- 1 1 0 3 162 35760 1H- Azepine, 1- ( 4-chlorobutyryl ) hexahydro- 12 26 12 52 163 35766 lff- Azepine, 1- (3-cyclohexen-l-ylcarbonyl) hexa- hydro- 10 2 1 2 164 33514 lH-Azepine, 1-decanoylhexahydro- 67 — 165 32806 1H- Azepine, 1- [ [2,2-dimethyl-3- ( 2-methylpropenyl) - cyclopropyl] carbonyl] hexahydro- 0 0 0 0 166 33513 1H- Azepine, 1-heptanoylhexahydro- 2 6 0 2 167 32849 lif-Azepine, hexahydro-l-hexanoyl- 0 0 0 1 168 34636 lH-Azepine, hexahydro-l-[ (3-isopropyl-l-methyl- cyclopentyl ) carbonyl] - 30 35 12 1 169 32807 1-flT-Azepine, hexahydro-l-isovaleryl- 24 — — 170 32840 lfT-Azepine, hexahydro-l-lauroyl- See footnotes at end of table. 50 — — — LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 7 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded synthetics — Continued Percent Percent Percent Percent 171 35726 lH-Azepine, hexahydro-l-[ (o-methoxyphenoxy)- acetyl] - 63 — — - — 172 35723 lH-Azepine, hexahydro-1- [ (p-methoxyphenoxy ) - acetyl]- 32 — — — 173 35770 lH-Azepine, hexahydro-1- [ (2-methylcyclohexyl)- carbonyl]- 9 18 0 0 174 32841 1-H-Azepine, hexahydro-l-myristoyl- 6 41 175 32839 l.H-Azepine, hexahydro-l-nonanoyl- 65 176 32838 l.H-Azepine, hexahydro-1 -octanoyl- 60 177 32851 lH-Azepine, hexahydro-l-palmitoyl- 48 178 35517 lH-Azepine, hexahydro-l-tridecanoyl- 48 179 33515 lH-Azepine, hexahydro-l-undecanoyl- 50 180 35463 1-H-Azepine, hexahydro-l-valeryl- 1 1 0 0 181 2069 Benzaldehyde, 3,4-diethoxy- 55 40 182 33464 Benzamide, o-benzoyl-iV,N-diethyl- 43 183 70008 Benzamide, N,N- bis ( 2-methoxyethyl ) - 54 184 20299 Benzamide, o-bromo-V^V-di ethyl- 19 5 185 28962 Benzamide, N-butyl-N- (3,7-dimethyl-l,6- octadienyl)- 6 59 51 16 186 70411 Benzamide, V-butyl-V- ( 2-ethyl-l-hexenyl) - 63 187 70308 Benzamide, V-butyl-V-isobutyl- 0 3 188 28973 Benzamide, V-butyl-N-p-menth-3-en-3-yl- 11 89 59 189 28972 Benzamide, N-butyl-N- (2-methylpropenyl)- 5 5 a 0 190 70014 Benzamide, w-chloro-N,A7-bis (2-methoxyethyl) - 50 191 70045 Benzamide, m-chloro-A^N-dicyclohexyl- 16 8 64 192 70044 Benzamide, o-chloro-V,V-dicyclohexyl- 34 193 70051 Benzamide, p-chloro-N,N-dicyclohexyl- 40 194 14147 Benzamide, o-chloro-xV,V-diethyl- 0 2 195 33465 Benzamide, 2-chloro-V,iV-diethyl-4-nitro- 39 196 33466 Benzamide, 2-chloro-N,N-diethyl-5-nitro- 46 197 70015 Benzamide, m-chloro-V,A-dihexyl- 24 198 70038 Benzamide, p-chloro-N,N-dihexyl- 33 199 70085 Benzamide, o-chloro-N,N-dipentyl- 56 60 200 70016 Benzamide, ra-chloro-A^N-dipropyl- 11 29 4 4 201 14753 Benzamide, p-chloro-N,N-dipropyl- 49 27 202 70017 Benzamide, m-chloro-V-dodecyl- 90 69 203 70032 Benzamide, o-chloro-V-dodecyl- 24 88 62 204 70039 Benzamide, p-chloro-V-dodecyl- 42 205 70019 Benzamide, w-chloro-V-furfuryl- 92 23 44 206 70041 Benzamide, o-chloro-N-furfuryl- 20 34 207 70040 Benzamide, p-chloro-V-furfuryl- 86 46 208 70018 Benzamide, m-chloro-V-furfuryl-V-methyl- 24 209 70042 Benzamide, o-chloro-V-furfuryl-V-methyl- 33 210 70048 Benzamide, p-chloro-V-furfuryl-V-methyl- 8 20 48 21 211 70013 Benzamide, w-chloro-N- (2-methoxy-l-methylethyl) - 59 212 70031 Benzamide, o-chloro-N- (2-methoxy-l-methylethyl) - 38 — 213 70037 Benzamide, p-chloro-N- (2-methoxy-l-methylethyl) - 46 — 214 33451 Benzamide, o-cyano-2V,N-diethyl- See footnotes at end of table. 40 — — — 8 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded synthetics — Continued Percent Percent Percent Percent 215 -70412 Benzamide, N-cyclohexyl-N- (2-ethyl-l-hexenyl) - 46 ___ 216 .28971 Benzamide, N-cyclohexyl-N- (2-methylpropenyl) - 35 217 — -14755 Benzamide, N,N-dibutyl-p-chloro- 40 42 218— .34476 Benzamide, NjA-dibutyl-Tn- (methylthio) - 33 219 -34475 Benzamide, N,N-dibutyl-o- (methylthio) - 48 220 .34477 Benzamide, iV,N-dibutyl-p- (methylthio) - 32 221 _ 4368 Benzamide, N,N-dibutyl-ra-nitro- 64 31 — 222 .33422 Benzamide, 2,5-dichloro-N,A/r-diethyl- 17 10 223 .33421 Benzamide, 3,5-dichloro-N,AT-diethyl- 6 3 — 224 — -15267 Benzamide, 2,4-dichloro-2V,iV-dipropyl- 54 32 225— _ _ 1197 Benzamide, 7V,iV-diethyl- 1 1 1 0 226 -28739 Benzamide, N,N-diethyl-2,4-dimethoxy- 60 227 -33462 Benzamide, N,N-diethyl-2,6-dimethoxy- 34 228 — -70093 Benzamide, N,7V-diethyl-3,5-dimethoxy- 17 16 2 229 .28726 Benzamide, iV,2V-diethyl-o-fluoro- 8 4 230 .33461 Benzamide, 2V,N-diethyl-o-iodo- 31 231 .34456 Benzamide, N,7V-diethyl-p-iodo- 41 232— .34468 Benzamide, N,N-diethy\-m- (methylthio) - 52 233 .33450 Benzamide, 2V,N-diethyl-o- (methylthio) - 18 12 234— -34467 Benzamide, iV,N-diethyl-p- ( methylthio ) - 40 235— -33448 Benzamide, iV,N-diethyl-o-nitro- 38 236— _ 8448 Benzamide, iV,N-diethyl-p-nitro- 54 237— -70009 Benzamide, iV,iV-dihexyl- 70 238 .34479 Benzamide, 2V,N-diisobutyl-ra- (methylthio) - 34 239 — -34478 Benzamide, N,N-diisobutyl-o- (methylthio) - 50 240 -34480 Benzamide, N,N-diisobutyl-p- (methylthio) - 74 241 _ 4370 Benzamide, N,iV-diisobutyl-?n-nitro- 45 7 242 -34470 Benzamide, N,N-diisopropyl-7w- (methylthio) - 28 20 243 -34469 Benzamide, N,2V-diisopropyl-o- (methylthio) - 46 — 244 .34471 Benzamide, N,N-diisopropyl-p- (methylthio) - 59 245 .34460 Benzamide, o- (dimethylamino) -2V,AT-diethyl- 20 3 246 .70086 Benzamide, N,iV-dipentyl- 35 28 247 -70010 Benzamide, N-dodecyl- 28 61 248 .70012 Benzamide, N-furfuryl- 84 58 249 .70011 Benzamide, N-furfuryl-N-methyl- 25 12 23 14 250— -70273 Benzamide, N- (2-hydroxy-l,l-dimethylethyl) -, benzoate 37 ___ — — 251— .70275 Benzamide, N-(2-hydroxyethyl)-, benzoate 52 252 .70006 Benzamide, N- ( 6-hydroxyhexyl) - 42 253 .70204 Benzamide, AMsobutyl-N- (2-methylpropenyl) - 2 8 0 5 254 .70203 Benzamide, N-isopropyl-N- (2-methyl- propenyl) - 14 4 — 0 255 -70007 Benzamide, N- (2-methoxy-l-methylethyl) - 94 28 31 12 256 .34473 Benzamide, m- (methylthio) -ALN-dipropyl- 60 257 .34472 Benzamide, o- (methylthio) -iV,7V-dipropyl- 40 258 -34474 Benzamide, p- (methylthio) -AT,N-dipropyl- 46 259 70174 Benzene, l-chloro-2,4-diethoxy- See footnotes at end of table. 34 — — — LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 9 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded 260 .70078 SYNTHETICS — Continued Benzene, l-chloro-2,4-dimethoxy- Percent 4 Percent 17 Percent Percent 14 261 .70194 Benzene, l-cyclohexyl-2, 4-diethoxy- 28 262 .70094 Benzene, l-cyclohexyl-2, 4-dimethoxy- 8 32 263 .70082 Benzene, 2,4-dimethoxy-l-propyl- 10 10 14 264 .16634 Benzene, 1,2- (methylenedioxy) -4- [2- (octyl- 50 — 265 — .70200 sulfinyl) propyl]- (sulfoxide) Benzene, 1,3,5-trimethoxy- 34 266 .33867 Benzenesulfonamide, N,2V-diethyl-o-nitro- 48 267— _ 898 Benzil 38 36 268 — .34122 l,4-Benzodioxan-2-carboxamide, 2V,iV-dibutyl- 46 269 .34123 1 ,4-Benzodioxan-2-carboxamide, N,N-dipentyl- 40 270 -34121 l,4-Benzodioxan-2-carboxamide, N,AT-dipropyl- 56 271— _ 3710 Benzoic acid 48 46 272 — -21125 Benzoic acid, isopropylidenehydrazide 17 31 58 273— _ 3809 Benzoic acid, o-tolyl ester 31 56 274 -34075 Benzoic acid, 2,3-dichloro-, methyl ester 32 275 _ 5756 Benzyl alcohol, o-butoxy- 28 5 276 _ 5844 Benzyl alcohol, p-(isopentyloxy) - 25 43 277— _ 5519 Benzyl alcohol, p-propoxy- 52 52 278 .20803 Benzylamine, V-butyl- 14 54 279 -34294 Butanesulfonamide, N,N-dibutyI- 40 280 — .34292 Butanesulfonamide, N,N-diethyl- 11 8 281 .34293 Butanesulfonamide, N,N-dipropyl- 5 2 282 _ 9480 Butyramide, N-butyl- 67 12 0 1 283 -31416 Butyramide, N-butyl-3-methyl- 5 2 284 -18486 Butyramide, N,N-dibutyl- 22 285 _ 6147 Butyramide, N,N-diethyl- 57 286 .35705 Butyramide, N-N-diisobutyl- 8 13 6 11 287— -18420 Butyramide, N,N-diisopropyl- 9 22 7 25 288 -18489 Butyramide, N,iV-dipentyl- 27 289 -18493 Butyramide, N,N-dipropyl- 16 28 290 .15130 Butyramide, TV-hexyl- 0 3 0 1 291 .15129 Butyramide, N-pentyl- 0 1 0 2 292 _ 5780 Butyranilide, N-ethyl- 0 0 6 293 .21505 Butyric acid, heptyl ester 48 294 .32960 Butyric acid, 2,4-hexadienyl ester 33 295 — _ 2954 Butyric acid, phenethyl ester 28 296 -11064 Butyric acid, 2-cyano-3-methyl-, ethyl ester 34 297 .34002 Butyric acid, 2-cyano-3-methyl-, methyl ester 38 298 ,21675 Butyric acid, 3-hydroxy- 50 48 299 .34461 Butyric acid, 2-methyl-, methyl ester 49 300 -33264 Carbamic acid, dibutyl-, p-bromophenyl ester 40 301 -33176 Carbamic acid, di-sec-butylthio-, S-phenyl ester 13 302 .70053 Carbamic acid, dimethyl-, 2,3,4,6-tetrachlorophenyl 45 30 303 .33158 ester Carbamic acid, dimethylthio-, S-( p-bromophenyl) 19 ester See footnotes at end of table. 10 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded SYNTHETICS — Continued Percent Percent Percent Percent 304 33223 Carbamic acid, ethyldithio-, phenyl ester 6 ... ... 305 33210 Carbamic acid, propyldithio-, phenyl ester 8 306 33221 Carbanilic acid, ra-chlorophenyl ester 16 307 31544 Carbanilic acid, o-methyldithio-, methyl ester 30 308 63 Carbonic acid, diphenyl ester 35 39 309 70052 Carbonic acid, dithio-, O-butyl S-(p-nitrophenacyl) ester 34 — — — 310 26941 Carbonic acid, dithio-, O-isopropyl S-(p- nitrophenacyl) ester 20 32 — --- 311 70054 Carbonic acid, dithio-, S-(p-nitrophenacyl) O-propyl ester 50 — — — 312 10525 Cinnamic acid, a-cyano-, ethyl ester 54 313 20317 Cinnamic acid, a-cyano-o-methoxy-, ethyl ester 48 — --- — 314 28074 m-Cresol, 4- (methylthio) - 0 17 315 4919 Crotonic acid, 2-cyano-3-methyl-, ethyl ester 43 316 33249 Crotonic acid, 2-cyano-3-methyl-, methyl ester 32 317 70311 1,3,6-Cycloheptatriene-l-carboxamide, N,N- dibutyl-5,5-dimethyl- 37 --- --- 318 70310 1,3,6-Cycloheptatriene-l-carboxamide, N,N- diethyl-5,5-dimethyl- 2 0 — — 319 7174 Cyclohexaneacetic acid, a-cyano-, methyl ester 50 — 320 4922 Al a-Cyclohexaneacetic acid, a-cyano-, methyl ester 26 1 2 0 321 12010 Cyclohexanebutyric acid 1 10 39 322 35771 Cyclohexanecarboxamide, N,N-diethyl-2-methyl- 7 10 0 2 323 70087 Cyclohexanecarboxylic acid, 2-hydroxyethyl ester 5 4 12 324 14244 Cyclohexanepropionic acid 7 5 325 2133 Cyclohexanol, 2-phenyl- 13 0 326 25215 Cyclohexanone, 2- ( 1-aminocyclohexyl) - 32 46 — 327 35767 3-Cyclohexene- 1-carboxamide, AT,AT-diethyl- 16 2 0 2 328 6535 2-Cyclohexene-l-carboxylic acid, 2,6-dimethyl- 4-oxo-, ethyl ester 39 3 — — 329 20221 3-Cyclohexene-l -carboxylic acid, 6-methyl- 52 31 330 33899 Cyclopentaneacetic acid, a-cyano-, methyl ester 50 — — 331 4923 Al a-Cyclopentaneacetic acid, a-cyano-, methyl ester 37 — — — 332 34284 Cyclopentanecarboxamide, N,AT-dibutyl-3-dsopropyl- 1-methyl- 41 — — — 333 20367 Cyclopentanecarboxamide, 2V,N-diethyl-3-isopropyl- 1-methyl- 1 0 0 0 334 34283 Cyclopentanecarboxamide, 3-isopropyl-l-methyl- N,2V-dipropyl- 6 2 0 2 335 14249 Cyclopentanecarboxylic acid, 3-isopropyl-l-methyl- (fencholic acid — Standard )2 1.64 .88 .89 8.5! 336 20332 Cyclopentanecarboxylic acid, 3-isopropyl-l-methyl-, a-allylpiperonyl ester 22 24 — — 337 20439 Cyclopentanecarboxylic acid, 3-isopropyl-l-methyl-, cinnamyl ester See footnotes at end of table. 19 27 LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 1 1 Table 1.— Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded 338_. _ .20438 synthetics — Continued Cyclopentanecarboxylic acid, 3-isopropyl-l-methyl-, Percent 24 Percent 18 Percent Percent 339 -20429 p-methoxybenzyl ester Cyclopentanecarboxylic acid, 3-isopropyl-l-methyl-, 56 39 340 -20453 piperonyl ester Cyclopropanecarboxylic acid, 2,2-dimethyl-3- 24 27 26 27 341— -20888 (2-methylpropenyl) - Cyclopropanecarboxylic acid, 2,2-dimethyl-3- 8 11 28 24 342 .27662 (2-methylpropenyl)-, anhydride Cyclopropanecarboxylic acid, 2,2-dimethyl-3- 2 4 2 343— -30682 ( 2-methylpropenyl) -, ( 5-benzyl-3- furyl) methyl ester, trans- ( -f ) - Cyclopropanecarboxylic acid, 2,2-dimethyl-3- 42 42 58 64 344 -16275 (2-methylpropenyl) 2-bromo-4,5- (methylenedioxy) phenyl ester Cyclopropanecarboxylic acid, 2,2-dimethyl- 0 0 0 2 345— .31012 3- (2-methylpropenyl)-, ester with 2 -ethyl- 4- hydroxy-3-methyl-2-cyclopenten- 1-one, trans- ( -{- ) - Cyclopropanecarboxylic acid, ^-dimethyl- 18 48 346 -20886 s' (2-methylpropenyl)-, ethyl ester Cyclopropanecarboxylic acid, 2,2-dimethyl- 26 347 — .21482 3- (2-methylpropenyl)-, propyl ester Cyclopropanecarboxylic acid, 3-isobutyl-2,2- 11 7 19 15 348 .70544 dimethyl- Cyclopropaneoctanoic acid, 2,2-dichloro-3- 42 48 349 .70543 [ (2,2-dichloro-3-pentylcyclopropyl) methyl]-, methyl ester Cyclopropaneoctanoic acid, 2,2-dichloro-3-octyl-, 16 73 55 350 -35234 methyl ester Decanamide, 2V,N-dibutyl- 71 351— _ .34697 Decanamide, V, V-di ethyl - 13 20 0 2 352. -35704 Decanamide, N,2V-diisopropyl- 16 11 12 0 353 .34960 Decanamide, V,V-dimethyl- 0 354— _ .35233 Decanamide, 7V,7V-dipropyl- 16 46 355— _ 4453 Decanoic acid 54 36 356 -70091 Decanoic acid, 2-hydroxyethyl ester 0 9 0 357 -27199 Decanoic acid, 2-bromo-, 2-propynyl ester 8 16 358 -33877 3-Decanone, 4-methyl- 31 12 359 — _ 9214 Decanophenone, ar-hydroxy- 8 24 360 .70541 1,3-Diazaspiro [4.5] decane-2, 4-dione, 1-stearoyl- 25 20 44 361 .70542 1,3-Diazaspiro [4.5] decane-2, 4-dione, 3-stearoyl- 37 362 -17596 4a (4H) -Dibenzofurancarboxaldehyde, 1,5a, 6, 9 ,9a, 9b- 12 6 2 8 363 -18013 hexahydro-(MGK Repellent 11) 4a (4H) -Dibenzofuranmethanol, 1, 5 a, 6, 9, 9 a, 9b- 10 0 364 _ 9005 hexahydro- Dibenzylamine, N- [2- [ ( diisopropyl -w-tolyl ) oxy] - 52 40 365— _ 9004 ethyl] - Dibenzylamine, N-[2-[ (diisopropyl-o-tolyl)oxy]- 48 38 ethyl] - See footnotes at end of table. 12 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded 366 70181 synthetics — Continued Di-2,6-octadienylamine, 2V-[2-[2- (diethylamino) - Percent 28 Percent Percent Percent 367 70283 ethoxy] -1,1-dimethylethyl] -3,3', 7, 7'-tetra- methyl-, (E,E)- Di-2,6-octadienylamine, N- [2- [2- ( diethylamino) - 12 42 368 15029 ethoxy] propyl] -3,3', 7, 7'-tetramethyl- Dioctylamine 12 37 369 70414 Ttt-Dioxane, 5-butyl-2- (2,6-diimethyl-5-heptenyl) - 25 40 370 70403 5-ethyl- m-Dioxane, 2- (2,6-dimethyl-5-heptenyl) - 6 24 24 18 371 5533 -m-Dioxane, 4- (p-methoxyphenyl) -5-methyl- 20 5 372 70402 1,3-Dioxolane, 2- (2,6-dimethyl-5-heptenyl) - 9 24 1 6 373 6381 l,3-Dioxolane-2-propionic acid, 2-methyl-, 26 34 374 25362 cyclohexyl ester Dipropylamine, 3,3'-diamino-N-methyl- 20 57 375 2185 Dodecanamide, N,iV-dibutyl- 53 376 1019 Dodecanamide, N,N-diethyl- 46 377 26661-X Dodecanamide, AT,N-dimethyl- (95 percent), 0 2 378 35237 mixture with related amides (5 percent) Dodecanamide, N,AT-dipropyl- 0 36 379 33879 3-Dodecanone, 4-methyl- 37 380 34178 2,6,10-Dodecatrienoic acid, 2-cyano-3, 7, 11- 34 381 2812 trimethyl-, methyl ester Ethanol, 2-(p-sec-butylphenoxy)- 7 17 382 5014 Ethanol, 2-(carvacryloxy)- 6 16 383 35583 Ethanol, 2-[ (p-chlorophenyl) thio]-, acetate 32 — 384 3395 Ethanol, 2-(p-cumenyloxy)- 10 9 385 301 Ethanol, 2- [2- (hexyloxy) ethoxy] - 26 24 — — 386 24828 Ethanol, 2-(octylthio)- 1 — — 387 70083 Ethanol, 2,2'- (w-phenylenedioxy) di- 4 50 — — 388 35604 Ethanol, 2- (p-tolythio) -, acetate 56 — — 389 70193 Ether, 2,6-dimethyl-l,5-heptadienyl methyl 26 — 14249 390 70088 Fencholic acid (STANDARD) (See item 335.) Flavan , 2 ' ,4 ' ,7-trimethoxy-2 ,4 ,4-trimethyl- 42 391 70406 2-Furanacetic acid, 2,5-dihydro-3-methyl-5-oxo- 20 45 — 392 70401 2-Furanacetic acid, 2,5-dihydro-3-methyl-5-oxo-, 50 — 393 70408 ethyl ester 2-Furanacetic acid, 2,5-dihydro-3-methyl-5-oxo-, 47 394 3662 methyl ester 2-Furanacrylic acid 10 49 395 7799 2-Furanacrylic acid, a-cyano-, ethyl ester 46 — — — 396 751 2 (3#)-Furanone, 5-heptyldihydro- 12 14 — — 397 16500 2-Furoic acid 48 55 — — 398 70090 2-Furoic acid, 2-hydroxyethyl ester 82 64 — — 399 20768 D-Glucose, diethyl mercaptal, pentaacetate 58 70 — — 400 7407 Glycidic acid, 3-phenyl-, allyl ester 19 25 — — 401 35460 Heptanamide, A^AT-dibutyl- 19 0 0 0 402 35459 Heptanamide, A^N-diethyl- 0 2 0 3 See footnotes at end of table. LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 13 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (A 13- ) Compound German American Oriental Brown- banded 403 35707 synthetics — Continued Heptanamide, N,N-diisobutyl- Percent 2 Percent 2 Percent 1 Percent 0 404 35701 Heptanamide, N,2V-diisopropyl- 3 4 0 1 405 35711 Heptanamide, N,ZV-di pentyl- 53 406 35509 Heptanamide, 2V,N-dipropyl- 4 0 0 0 407 35714 Heptanamide, N-pentyl- 55 408 25920 Heptanamide, N,N, 2-triethyl- 4 409 34243 Heptanoic acid, 3-butyl-2-cyano-, butyl ester 46 410 34447 Heptanoic acid, 3-butyl-2-cyano-, ethyl ester 2 12 2 3 411 34245 Heptanoic acid, 3-butyl-2-cyano-, isopropyl ester 22 412 33830 Heptanoic acid, 3-butyl-2-cyano-, methyl ester 1 0 0 1 413 34244 Heptanoic acid, 3-butyl-2-cyano-, propyl ester 34 414 33876 Heptanoic acid, 2-cyano-, ethyl ester 24 415 33875 Heptanoic acid, 2-cyano-, methyl ester 15 12 12 14 416 34194 2-Heptenoic acid, 3-butyl-2-cyano-, butyl ester 55 417 34446 2-Heptenoic acid, 3-butyl-2-cyano-, ethyl ester 20 14 418 34193 2-Heptenoic acid, 3-butyl-2-cyano-, isopropyl ester 50 419 33829 2-Heptenoic acid, 3-butyl-2-cyano-, methyl ester 10 4 0 1 420 34192 2-Heptenoic acid, 3-butyl-2-cyano-, propyl ester 34 421 33870 2-Heptenoic acid, 2-cyano-, ethyl ester 13 8 4 2 422 33872 2-Heptenoic acid, 2-cyano-, methyl ester 65 18 10 20 423 34458 5-Hepten-l-ol, 2,6-dimethyl- 16 12 — 424 15136 Heptylamine, N- ( 2-butoxyethyl ) - 9 32 425 8006 Hexadecanamide, N,A7-dibutyl- 29 52 426 35519 Hexadecanamide, W,N-diethyl- 34 427 35520 Hexadecanamide, N,AT-dipropyl- 34 428 22879 Hexanamide, N-butyl- 29 429 35458 Hexanamide, V,V-dibutyl- 2 0 0 2 430 22213 Hexanamide, AT-ethyl- 25 431 22212 Hexanamide, N-hexyl- 16 36 432 70160 Hexanediamide, 2,5-dibromo- 49 433 70056 Henanediamide, N,W,W',N'-tetraethyl- 14 62 434 26936 Hexanenitrile, 5-oxo- 22 435 7701 Hexanoic acid 14 436 4910 Hexanoic acid, 2-cyano-, ethyl ester 28 437 33874 Hexanoic acid, 2-cyano-, methyl ester 38 438 34246 Hexanoic acid, 2-cyano-3-isobutyl-5-methyl-, butyl 6 8 0 8 439 34250 ester Hexanoic acid, 2-cyano-3-isobutyl-5-methyl-, ethyl 10 8 0 440 34249 ester Hexanoic acid, 2-cyano-3-isobutyl-5-methyl-, 6 8 441 34247 isopropyl ester Hexanoic acid, 2-cyano-3-isobutyl-5-methyl-, methyl 12 2 0 8 442 34248 ester Hexanoic acid, 2-cyano-3-isobutyl-5-methyl-, propyl 6 8 0 0 443 33910 ester Hexanoic acid, 2-cyano-3-propyl- 31 444 34251 Hexanoic acid, 2-cyano-3-propyl-, butyl ester 20 10 — 1 445 33901 Hexanoic acid, 2-cyano-3-propyl-, ethyl ester 12 7 1 0 See footnotes at end of table. 14 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded synthetics — Continued Percent Percent Percent Percent 446_. —34253 Hexanoic acid, 2-cyano-3-propyl-, isopropyl ester 6 6 — 1 447_. —33826 Hexanoic acid, 2-cyano-3-propyl-, methyl ester 28 448_ —34262 Hexanoic acid, 2-cyano-3-propyl-, propyl ester 7 2 0 1 449_. —24649 2-Hexenal 37 27 36 49 450_. .—34440 2-Hexenamide, 2-cyano-N,N-diethyl-3-propyl- 16 8 451_. —33869 2-Hexenoic acid, 2-cyano-, ethyl ester 29 — - — 452.. —33871 2-Hexenoic acid, 2-cyano-, methyl ester 30 453_. —34208 2-Hexenoic acid, 2-cyano-3-isobutyl-5-methyl-, 25 butyl ester 454_. — 4914 2-Hexenoic acid, 2-cyano-3-isobutyl-5-methyl-, 22 16 ethyl ester 455_. —34207 2-Hexenoic acid, 2-cyano-3-isobutyl-5-methyl-, 16 8 1 isopropyl ester 456_. —33868 2-Hexenoic acid, 2-cyano-3-isobutyl-5-methyl-, 16 0 1 0 methyl ester 457- —34206 2-Hexenoic acid, 2-cyano-3-isobutyl-5-methyl-, 19 17 3 propyl ester 458_ —33873 2-Hexenoic acid, 2-cyano-3-methyl-, methyl ester 35 459. —33908 2-Hexenoic acid, 2-cyano-3-propyl- 47 460_ —34191 2-Hexenoic acid, 2-cyano-3-propyl-, butyl ester 10 32 461. —33336 2-Hexenoic acid, 2-cyano-3-propyl-, ethyl ester 16 13 2 1 462_ —34172 2-Hexenoic acid, 2-cyano-3-propyl-, isopropyl ester 27 463_ —33476 2-Hexenoic acid, 2-cyano-3-propyl-, methyl ester 4 8 18 8 464_ —34169 2-Hexenoic acid, 2-cyano-3-propyl-, propyl ester 12 28 465_ — 28094-X l-Hexen-3-one, 5-methyl-l-phenyl- and 1 8 3-benzylidene-4-methyl-2-pentanone 466_ —70551 Hydracrylic acid, 2-hexadecyl- 50 — 467- — 6217 Hydracrylic acid, 3-phenyl-, isopropyl ester 11 12 468- —70547 Hydroxylamine, tristearoyl- 44 469_ — 17434 Indole-3-butyric acid 45 52 470. —15311 Isobutyraldehyde 20 471_ —34291 Isoquinoline, 2-(butylsulfonyl) -1,2,3,4-tetrahydro- 30 — — — 472_ —16106 Isovaleraldehyde 35 — — — 473_ — 3130 Lactic acid 39 23 474_ — 112 Laurie acid 22 22 475- —70059 Laurie acid, diester with N,AT-bis(2-hydroxyethyl)- 54 — dodecanamide 476_ —11010 Linoleic acid 5 14 477_ —33900 Malononitrile, ( 1-ethylpropylidene) - 58 — — — 478- —34152 Malononitrile, (1-propylbutylidene) - 28 — — — 479_ — 1643 Mandelic acid, ethyl ester 24 22 — — 480. —70092 Mandelic acid, 2-hydroxyethyl ester 15 60 — 481_ —20549 Mandelic acid, tetrahydrofurfuryl ester 24 11 — 482_ ___ 2844 Morpholine, 4-acetyl- 54 22 — — 483. —27198 Morpholine, 4-(2-bromodecanoyl)- 52 — — — 484_ —18278 Morpholine, 4-butyryl- 61 50 — — 485_ —35655 Morpholine, 4-butyryl-2, 6-dimethyl- 4 26 ___ — See footnotes at end of table. LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 15 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded SYNTHETICS — Continued Percent Percent Percent Percent 486—. .23546 Morpholine, 4- ( chloroacetyl) - 26 52 — ... 487—. -18285 Morpholine, 4-decanoyl- 8 44 488— -35661 Morpholine, 4-decanoyl-2,6-dimethyl- 31 489 -27196 Morpholine, 4-(2-decenoyl)- 2 68 490 -35660 Morpholine, 2 ,6-dimethyl-4-nonanoyl- 41 30 491 -35659 Morpholine, 2,6-dimethyl-4-octanoyl- 50 492 -35656 Morpholine, 2,6-dimethyl-4-valeryl- 12 3 1 6 493 -27197 Morpholine, 4- ( 2-dodecenoyl ) - 44 494 -35669 Morpholine, 4-heptanoyl- 10 5 1 6 495— -35058 Morpholine, 4-heptanoyl-2, 6-dimethyl - 9 0 0 0 496— .35668 Morpholine, 4-hexanoyl- 0 4 1 18 497— .35657 Morpholine, 4-hexanoyl-2,6-dimethyl- 0 1 0 0 498— .18284 Morpholine, 4-nonanoyl- 4 44 499— -27195 Morpholine, 4- (2-nonenoyl) - 2 56 500— -18274 Morpholine, 4-octanoyl- 0 10 1 0 501— -27194 Morpholine, 4-(2-octenoyl)- 1 36 502 .35667 Morpholine, 4-valeryl- 10 21 503 -15266 Naptho[2,3-d]-l,3-dioxole-5,6-dicarboxylic acid, 62 5,6,7,8-tetrahydro-7-methyl-, dipropyl ester 504 .28637 2-Naphthoic acid, 1,2,3,4,5,6,7,8-octahydro- 5 22 8, 8-dimethyl-, ethyl ester 505 — _ 106 1-Naphthol 25 36 506 .24292 1,4- Naphthoquinone 0 0 0 0 507 .12099 1,4-Naphthoquinone, 2-hydroxy- 45 508— - 85 1-Naphthylamine 68 51 — 509 .15833 Nicotinium, l'-(2-bromoethyl) bromide, polymer 44 52 — 510 .15831 Nicotinium, 1'- (2,4-dichlorobenzyl) chloride 76 56 511 — .15800 Nicotinium, l'-dodecyl bromide 62 51 512 .15069 Nicotinium, l'-dodecyl chloride 62 57 513 .15834 Nicotinium, l'-dodecyl oleate 42 55 514 .15826 Nicotinium, 1 '-methyl methyl sulfate 54 58 — 515 .35232 Nonanamide, AT,N-dibutyl- 25 516 -34698 Nonanamide, N,AT-diethyl- 0 0 0 0 517 -35709 Nonan amide, N,N-diisobutyl- 64 518 -35703 Nonanamide, N,iV-diisopropyl- 15 3 0 0 519 -35231 Nonanamide, N,N-dipropyl- 39 — — 520 -70057 Nonanediamide, iV,N,7V',Ar'-tetraethyl- 11 38 — — 521 -33834 Nonanoic acid, 2-cyano-3-hexyl-, methyl ester 35 — 522 -70483 Nonanoic acid, 4,8-dimethyl- 2 27 0 4 523 -33878 3-Nonanone, 4-methyl- 28 — 524 .33832 2-Nonenoic acid, 2-cyano-3-hexyl-, methyl ester 32 — — 525 _ 8184 5-Norbomene-2,3-dicarboximide, N- (2-ethylhexyl) - 11 80 — — 526 _ 1000 5-Norbornene-2,3-dicarboximide, N-pentyl- 2 1 0 1 527— _ 3295-X Octadecanamide, N,N-dimethyl-, 50 percent, 42 — — mixture with related N,V-dimethylamides 528 -70548 Octadecanoic acid, 12-(2-cyanoethoxy)-, methyl 30 — — — ester See footnotes at end of table. 16 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded synthetics — Continued 529 15844 Octadecanoic acid, 9,10-dihydroxy-, methyl Percent 65 Percent Percent Percent 530 15843 ester, erythro- Octadecanoic acid, 9,10-dihydroxy-, methyl 50 531 70523 ester, threo- Octadecanoic acid, 9,10-epithio-, 2- (2-ethoxy- 37 532 70035 ethoxy) ethyl ester 9-Octadecenamide, N,AT-diethyl- 66 533 31081 Octanamide, A-butyl- 20 5 534 31072 Octanamide, iV,iV-dibutyl- 62 535 31056 Octanamide, N,N-diethyl- 0 2 0 1 536 35708 Octanamide, AT,N-diisobutyl- 58 537 35702 Octanamide, IV,A-diisopropyl- 1 0 0 1 538 26660 Octanamide, N,A-dimethyl- 6 0 539 35712 Octanamide, N,iV-dipentyl- 48 540 31066 Octanamide, N,iV-dipropyl- 8 4 1 1 541 35717 Octanamide, A-hexyl- 44 542 35715 Octanamide, N-pentyl- 19 27 543 4162 Octanoic acid 6 8 46 544 70058 Octanoic acid, diester with N,A-bis (2-hydroxy ethyl) - 58 545 70089 octanamide Octanoic acid, 2-hydroxyethyl ester 1 1 2 546 33833 Octanoic acid, 2-cyano-3-pentyl-, methyl ester 8 34 1 2 547 33831 2-Octenoic acid, 2-cyano-3-pentyl-, methyl ester 30 548 70142 l-Oxa-4-azaspiro [4.5] decane, 4-acetyl- 9 26 — — 549 70147 l-Oxa-4-azaspiro[4.5] decane, 4-acetyl-3,3-dimethyl- 0 0 0 0 550 28930 l-Oxa-4-azaspiro [4.5] decane, 4-acetyl-3-ethyl- 10 0 0 7 551 70331 l-Oxa-4-azaspiro [4.5] decane, 4-acetyl-3-ethyl- 0 0 0 0 552 70332 (+)- l-Oxa-4-azaspiro [4.5] decane, 4-acetyl-3-ethyl-, (-)- l-Oxa-4-azaspiro [4.5] decane, 4-benzoyl- 0 0 0 0 553 28876 21 88 ___ 64 554 70279 l-Oxa-4-azaspiro [4.5] decane, 3,4-diethyl- 30 — — — 555 70169 l-Oxa-4-azaspiro [4.5] decane, 3,3-dimethyl- 14 2 0 556 70399 4-propionyl- l-Oxa-4-azaspiro[4.5] decane, 4-ethyl- 60 557 70172 l-Oxa-4-azaspiro [4.5] decane, 3-ethyl-4-isobutyryl- 42 — — — 558 70170 l-Oxa-4-azaspiro [4.5] decane, 3-ethyl-4-propionyl- 37 — — 559 70171 l-Oxa-4-azaspiro [4.5] decane, 4-isobutyryl- 9 14 — 0 560 70144 3,3-dimethyl- l-Oxa-4-azaspiro [4.4] nonane, 4-acetyl-3-ethyl- 8 18 0 561 28953 2H-l,3-Oxazine, 3-acetyl-2-(2,6-dimethyl-5- 12 32 — — 562 70430 heptenyl) tetrahydro- 2H-l,3-Oxazine, 3-acetyl-2- (2,6-dimethylheptyl) - 32 563 28951 tetrahydro- 2£T-l,3-Oxazine, 3-acetyl-2- ( 1-ethylpentyl) - 3 0 1 0 564 70198 tetrahydro- 2Zf-l,3-0xazine, 3-acetyl-2- ( 1-ethylpropyl) - 25 ... ... tetrahydro- See footnotes at end of table. LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 17 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (A 13- ) Compound German American Oriental Brown- banded 565 28949 SYNTHETICS — Continued 2#-l, 3-Oxazine, 3-acetyltetrahydro-2-isopropyl- Percent 32 Percent Percent Percent 566 28877 2I/-1, 3-Oxazine, 3-acetyltetrahydro-2-phenyl- 0 0 44 567 28964 2.H-1, 3-Oxazine, 3-acetyltetrahydro-2- (2-thienyl) - 74 10 24 9 568 28954 2#-l, 3-Oxazine, 3-benzoyl-2- (2,6-dimethyl-5- 48 569 70435 heptenyl ) tetrahydro- 2H-1, 3-Oxazine, 3-benzoyl-2-(2,6-dimethylheptyl) - 39 570 28952 tetrahydro- 212-1, 3-Oxazine, 3-benzoyl-2- ( 1-ethylpentyl) - 47 571 28948 tetrahydro- 2H-1, 3-Oxazine, 3-benzoyltetrahydro-2-isopropyl- 20 10 27 10 572 28965 2H-1, 3-Oxazine, 3-benzoyltetrahydro-2- (3-pyridyl)- 40 573 70175 Oxazolidine, 3-acetyl-2-butyl-2, 4-diethyl- 5 2 0 574 70173 Oxazolidine, 3-acetyl-2-butyl-2-ethyl- 21 2 0 575 70335 Oxazolidine, 3-acetyl-2- (3-cyclohexen-l-yl) - 26 576 28963 Oxazolidine, 3-acetyl-2- (2,6-dimethyl-5-heptenyl) - 24 14 2 1 577 70143 Oxazolidine, 3-acetyl-2- (2,6-dimethyl-5-heptenyl) - 6 52 578 70146 4,4-dimethyl- Oxazolidine, 3-acetyl-2- (2,6-dimethyl-5-heptenyl) - 14 48 579 70429 4-ethyl- Oxazolidine, 3-acetyl-2- (2,6-dimethylheptyl) - 2 1 0 7 580 70431 Oxazolidine, 3-acetyl-2- (2,6-dimethylheptyl) - 18 28 581 70433 4,4-dimethyl- Oxazolidine, 3-acetyl-2- (2,6-dimethylheptyl) -4- 30 582 28927 ethyl- Oxazolidine, 3-acetyl-4,4-dimethyl-2-phenyl- 4 9 1 16 583 70138 Oxazolidine, 3-ac etyl-4-ethy 1-2- (1-ethylpentyl) - 4 13 0 584 28926 Oxazolidine, 3-acetyl-4-ethyl-2-isopentyl-2-methyl- 2 2 0 3 585 70177 Oxazolidine, 3-acetyl-4-ethyl-2-methyl-2-pentyl- 20 10 3 586 70140 Oxazolidine, 3-acetyl-2- ( 1-ethylpentyl) - 3 4 — 0 587 28929 Oxazolidine, 3-acetyl-4-ethyl-2-phenyl- 37 588 70197 Oxazolidine, 3-acetyl-2- (1-ethylpropyl) - 14 10 0 589 70407 4,4-dimethyl- Oxazolidine, 3-acetyl-2- (o-hydroxyphenyl)-, acetate 49 590 28867 Oxazolidine, 3-acetyl-2-isopentyl-2-methyl- 2 0 0 0 591 70149 Oxazolidine, 3-acetyl-2-isopentyl-2,4,4-trimethyl- 0 4 1 592 70195 Oxazolidine, 3-acetyl-2-asopropyl-4,4-dimethyl- 49 — 593 28928 Oxazolidine, 3-acetyl-2- [3,4- (methylenedioxy ) - 50 — 594 70139 phenyl] - Oxazolidine, 3-acetyl-2- (1-methylpentyl) -4,4- 8 5 8 595 28868 dimethyl- Oxazolidine, 3-acetyl-2-phenyl- 0 44 596 70413 Oxazolidine, 3-benzoyl-2- (2,6-dimethyl-5-heptenyl) - 33 — — 597 70434 Oxazolidine, 3-benzoyl-2- (2,6-dimethyl-5-heptenyl) - 45 — — 598 70432 4,4-dimethyl- Oxazolidine, 3-benzoyl-2-( 2, 6-dime thyl-5-heptenyl) - 42 599 70437 4-ethyl- Oxazolidine, 3-benzoyl-2- (2,6-dimethylheptyl) - 41 600 70436 Oxazolidine, 3-benzoyl-2- (2,6-dimethylheptyl) - 58 — ___ ___ 4,4-dimethyl- See footnotes at end of table. 18 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound Brown- German American Oriental banded synthetics — Continued Percent Percent Percent Percent 601 28878 Oxazolidine, 3-benzoyl-4-ethyl-2-isopentyl- 2-methyl- 55 — — — 602 70199 Oxazolidine, 3-benzoyl-4-ethyl-2-isopropyl- 12 38 603 28875 Oxazolidine, 3-benzoyl-2-ethyl-2-methyl- 4 2 2 29 604 28874 Oxazolidine, 3-benzoyl-2-isobutyl-2-methyl- 11 6 30 605 28869 Oxazolidine, 3-benzoyl-2-isopentyl-2-methyl- 32 606 70398 Oxazolidine, 3-benzoyl-2-isopropyl- 36 607 70196 Oxazolidine, 3-benzoyl-2-isopropyl-4,4-dimethyl- 10 6 0 608 28866 Oxazolidine, 3-benzoyl-2-phenyl- 84 50 609 28864 Oxazolidine, 3-butyl-2-phenyl- 62 610 70278 Oxazolidine, 3,4-diethyl-2- ( 1-ethylpentyl) - 16 50 611 70277 Oxazolidine, 3,4-diethyl-2-isopentyl-2-methyl- 46 612 70379 Oxazolidine, 3,4-diethyl-2-phenyl- 66 613 70378 Oxazolidine, 2- (2,6-dimethyl-5-heptenyl) - 3,4-diethyl- 24 --- — 614 70307 Oxazolidine, 2- (2,6-dimethyl-5-heptenyl) -3-ethyl- 31 615 70380 Oxazolidine, 2- (2,6-dimethyl-5-heptenyl ) -3-ethyl- 4,4-dimethyl- 42 — — — 616 70337 Oxazolidine, 3-ethyl-4,4-dimethyl-2-phenyl- 24 24 617 70410 Oxazolidine, 3-ethyl-2- (1-ethylpentyl) - 40 618 70276 Oxazolidine, 3-ethyl-2- ( 1-ethylpentyl) - 4,4-dimethyl- 34 — — — - 619 70400 Oxazolidine, 3-ethyl-2-phenyl- 59 620 28638 2-Oxetanone, 4-pentyl- 18 0 2 1 621 34441 2-Pentenamide, 2-cyano-N,iV,3-triethyl- 2 0 622 34255 2-Pentenoic acid, 2-cyano-3, 4-dimethyl-, methyl ester 30 623 33909 2-Pentenoic acid, 2-cyano-3-ethyl- 58 624 33827 2-Pentenoic acid, 2-cyano-3-ethyl-, methyl ester 28 625 34167 2-Pentenoic acid, 2-cyano-3-isopropyl-4-methyl-, methyl ester 40 — — — 626 15127 Pentylamine, N- [2- (2-butoxy ethoxy) ethyl] - 52 53 627 25031 Peroxycarbamic acid, dimethyltrithio-, tert- butyl ester 2 4 — — 628 17365 Phenol, 2-bromo-4-tert-butyl-, acetate 15 38 629 1122 Phenol, 2-sec-butyl-4,6-dinitro- 2 15 630 17248 Phenol, o-chloro-, acetate 58 52 631 3806 Phenol, o-chloro-, benzoate 50 45 632 17440 Phenol, p- (a,a-dimethylbenzyl) -, p-toluenesulfonate 42 45 633 20008 Phenol, di-tert-pentyl-, acetate 18 38 — 634 28073 Phenol, p-(methylthio)- 0 12 — — 635 20826 Phosphonic acid, [3-(3,4-dimethoxyphenyl)-l- hydroxy-l-methylpropyl]-, dimethyl ester 38 37 — — 636 20789 Phosphonic acid, (2,2,2-trichloro-l-hydroxyethyl)-, bis(p-chlorobenzyl) ester 48 46 — — 637 ,-27084 Phosphoramidothioic acid, diethyl-, cyclic 0,0- ( 2 ,2-dimethyltrimethylene ) ester 6 0 2 2 638 24679 Phosphorochloridothioic acid, 0,0-dibutyl ester See footnotes at end of table. 57 50 — — LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 19 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded SYNTHETICS — Continued Percent Percent Percent Percent 639 25864 Phosphorodithioic acid, 0-ethyl 0-propyl ester, S-ester with N- ( mercaptomethyl ) phthalimide 30 — — — 640 20596 Phthalamide, N,N,N ' ,2V ' -tetraethyl- 45 ... 641 2409 Phthalic acid 58 50 642 2617 Phthalimide, N-benzyl- 63 39 643 2418 Phthalimide, V-butyl- 20 15 644 2419 Phthalimide, N-sec-butyl- 30 3 5 20 645 2620 Phthalimide, N-cyclohexyl- 38 23 646 1394 Phthalimide, N-ethyl- 17 7 647 2422 Phthalimide, V-heptyl- 44 10 648 1397 Phthalimide, N-isobutyl- 17 18 649 1396 Phthalimide, AMsopropyl- 19 8 650 1393 Phthalimide, N-methyl- 4 24 651 2420 Phthalimide, iV-(l-methylbutyl)- 40 22 652 2421 Phthalimide, 2V-(l-methylpentyl)- 30 21 653 2396 Phthalimide, N-octyl- 16 36 654 2417 Phthalimide, TV-pentyl- 22 6 655 1395 Phthalimide, TV-propyl- 16 1 656 26855 Phthalimide, 2V-[ (1,1,2, 2-tetrafluoroethyl)thio]- 0 657 28800 2-Pipecoline, 1-benzoyl- 0 0 658 35521 2-Pipecoline, 1-butyryl- 20 4 0 1 659 28980 2-Pipecoline, 1- (o-chlorobenzoyl)- 30 660 28987 2-Pipecoline, l-(p-chlorobenzoyl) - 40 — — 661 35761 2-Pipecoline, 1- (4-chlorobutyryl) - 60 20 14 36 662 35527 2-Pipecoline, 1-decanoyl- 22 60 — 663 35524 2-Pipecoline, 1-heptanoyl- 12 1 0 — 664 35523 2-Pipecoline, 1-hexanoyl- 5 1 0 0 665 35526 2-Pipecoline, 1-nonanoyl- 20 52 — — 666 35525 2-Pipecoline, 1-octanoyl- 24 43 — — 667 28974 2-Pipecoline, 1-o-toluoyl- 38 — — 668 28977 2-Pipecoline, 1-p-toluoyl- 36 — — — 669 35522 2-Pipecoline, 1-valeryl- 7 0 0 1 670 28989 3-Pipecoline, 1-benzoyl- 30 — — 671 35613 3-Pipecoline, 1-butyryl- 0 0 0 1 672 28984 3-Pipecoline, l-(w-chlorobenzoyl)- 7 3 8 2 673 28981 3-Pipecoline, 1- ( o-chlorobenzoyl ) - 48 — — 674 28983 3-Pipecoline, l-(p-chlorobenzoyl)- 57 — — — 675 35762 3-Pipecoline, 1- (4-chlorobutyryl) - 40 — — — 676 36619 3-Pipecoline, 1-decanoyl- 37 39 — — 677 35616 3-Pipecoline, 1-heptanoyl- 0 2 0 0 678 35615 3-Pipecoline, 1-hexanoyl- 0 0 0 0 679 35618 3-Pipecoline, 1-nonanoyl- 37 — — — 680 35617 3-Pipecoline, 1-octanoyl- 14 33 — — 681 28975 3-Pipecoline, 1-o-toluoyl- 14 6 6 0 682 28978 3-Pipecoline, 1-p-toluoyl- 84 8 10 1 683 35614 3-Pipecoline, 1-valeryl- 2 4 0 0 684 28801 4-Pipecoline, 1-benzoyl- 10 5 — — 685 35631 4-Pipecoline, 1-butyryl- See footnotes at end of table. 19 10 1 1 20 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against 4 cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded SYNTHETICS — Continued Percent Percent Percent Percent 686 28985 4-Pipecoline, 1- (w-chlorobenzoyl) - 50 687 28982 4-Pipecoline, 1- (o-chlorobenzoyl) - 63 688 28986 4-Pipecoline, l-(p-chlorobenzoyl)- 68 689 35763 4-Pipecoline, l-(4-chlorobutyryl)- 36 690 35637 4-Pipecoline, 1-decanoyl- 42 691 35634 4-Pipecoline, 1-heptanoyl- 23 692 35633 4-Pipecoline, 1-hexanoyl- 11 1 0 0 693 35636 4-Pipecoline, 1-nonanoyl- 56 694 35635 4-Pipecoline, 1-octanoyl- 20 16 0 0 695 28976 4-Pipecoline, 1-o-toluoyl- 41 696 28979 4-Pipecoline, 1-p-toluoyl- 50 697 35632 4-Pipecoline, 1-valeryl- 10 2 0 0 698 70208 Piperazine, 1- (butylsulfonyl) -4-methyl- 60 699 35638 Piperazine, l-heptanoyl-4-methyl- 48 — — 700 35640 Piperazine, l-methyl-4-nonanoyl- 15 29 23 16 701 35639 Piperazine, l-methyl-4-octanoyl- 38 702 70370 Piperidine, 1- [2- (4-allyl-2-methoxyphenoxy) - ethyl] - 5 26 — — 703 34288 Piperidine, 1- (butylsulfonyl )- 0 2 — — 704 35468 Piperidine, 1-butyryl- 14 11 2 6 705 35648 Piperidine, l-butyryl-2,6-dimethyl- 4 0 0 8 706 35641 Piperidine, l-butyryl-2-ethyl- 12 2 1 4 707 23545 Piperidine, l-(chloroacetyl)- 29 16 — — 708 28988 Piperidine, l-(m-chlorobenzoyl)- 68 — — 709 35759 Piperidine, l-(4-chlorobutyryl)- 30 — — — 710 35765 Piperidine, 1- (3-cyclohexen-l-ylcarbonyl) - 0 0 16 6 711 33511 Piperidine, 1-decanoyl- 36 — — — 712 35654 Piperidine, l-decanoyl-2,6-dimethyl- 17 54 43 — 713 35647 Piperidine, l-decanoyl-2-ethyl- 55 — — 714 35653 Piperidine, 2,6-dimethyl-l-nonanoyl- 29 33 — — 715 70339 Piperidine, 1- [2- [ ( 3,7-dimethyl-2,6-octadienyl) - oxy] ethyl] - 3 1 — — 716 35652 Piperidine, 2,6-dimethyl-l-octanoyl- 49 5 0 1 717 28565 Piperidine, 2,6-dimethyl-l-m-toluoyl- 6 0 0 0 718 35649 Piperidine, 2,6-dimethyl-l-valeryl- 0 0 0 0 719 25921 Piperidine, l-(2-ethylheptanoyl)- 3 — — — 720 35644 Piperidine, 2-ethyl-l-heptanoyl- 12 0 0 0 721 35643 Piperidine, 2-ethyl-l-hexanoyl- 8 0 0 0 722 35646 Piperidine, 2-ethyl-l-nonanoyl- 50 — — — 723 35645 Piperidine, 2-ethyl- 1-octanoyl- 50 — — — 724 35642 Piperidine, 2-ethyl-l-valeryl- 1 0 1 0 725 33510 Piperidine, 1-heptanoyl- 2 1 0 0 726 35651 Piperidine, l-heptanoyl-2,6-dimethyl- 8 0 0 0 727 32848 Piperidine, 1-hexanoyl- 0 0 0 0 728 35650 Piperidine, l-hexanoyl-2,6-dimethyl- 0 0 0 0 729 70282 Piperidine, 1- [2- [2- (2-isobornyloxy ) ethoxy] ethyl] - 15 12 — ___ 730 34637 Piperidine, 1- [ (3-isopropyl-l-methylcyclopentyl) - carbonyl] - See footnotes at end of table. 0 10 0 2 LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 21 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded synthetics — Continued Percent Percent Percent Percent 731 8009 Piperidine, 1-lauroyl- 38 732 35725 Piperidine, 1- [ (o-methoxyphenoxy) acetyl]- 62 733 35722 Piperidine, l-[ (p-methoxyphenoxy) acetyl]- 48 734 35769 Piperidine, l-[ (2-methylcyclohexyl) carbonyl]- 0 1 0 0 735 32828 Piperidine, 1-myristoyl- 38 736 32827 Piperidine, 1-nonanoyl- 1 32 737 32826 Piperidine, 1-octanoyl- 14 6 0 2 738 32850 Piperidine, 1-palmitoyl- 31 739 28563 Piperidine, l--m-toluoyl-2-propyl- 34 23 740 28564 Piperidine, l-?n-toluoyl-4-propyl- 9 17 52 741 35516 Piperidine, 1-tridecanoyl- 32 742 35512 Piperidine, 1-undecanoyl- 19 30 743 35462 Piperidine, 1-valeryl- 2 0 0 0 744 35601 1-Piperidineethanol, acetate 37 745 28344 Piperonal, bis[2-(2-butoxyethoxy) ethyl] acetal (piprotal) 60 — — 746 20430 Piperonyl alcohol, a-(3-phenylpropyl)- 0 54 747 813 Piperonylamide, 2V,N-diethyl- 55 54 748 11319 1-Propanol, 3-(benzyloxy) - 27 14 749 70446 1-Propanol, 2-[ (3,7-dimethyloctyl) amino] -2-methyl- 0 1 2 1 750 70515 1-Propanol, 2-methyl-2- (octylamino)- 0 0 0 0 751 25029 2-Propanol, l-(octylthio)- 33 752 2842 Propionamide, N,V-dibutyl- 22 39 753 2833 Propionamide, N,N-diethyl- 35 68 754 4253 Propionic acid, phenyl ester 39 50 755 2549 4H-Pyran-4-one, 5-hydroxy-2- (hydroxymethyl) - 58 42 47 48 756 1240 Pyridine 52 _ _ _ 757 70562 Pyridine, 1 ,2,3 ,6-tetrahydro- 1 -m-toluoyl- 8 758 17591 2,5-Pyridinedicarboxylic acid, dipropyl ester (MGK Repellent 326) 38 30 — — 759 28870 Pyrrolidine, 1-benzoyl- 8 34 760 34289 Pyrrolidine, l-(butylsulfonyl)- 3 1 761 35467 Pyrrolidine, 1-butyryl- 30 762 35695 Pyrrolidine, l-butyryl-2,5-dimethyl- 29 763 35758 Pyrrolidine, l-(4-chlorobutyryl)- 24 764 35764 Pyrrolidine, l-(3-cyclohexen-l-ylcarbonyl) - 6 2 4 26 765 33517 Pyrrolidine, 1-decanoyl- 0 34 766 35698 Pyrrolidine, 2,5-dimethyl-l-octanoyl- 14 0 0 0 767 35696 Pyrrolidine, 2,5-dimethyl-l-valeryl- 0 0 2 2 768 33516 Pyrrolidine, 1-heptanoyl- 10 3 0 0 769 35697 Pyrrolidine, l-heptanoyl-2,5-dimethyl- 2 1 0 0 770 32867 Pyrrolidine, 1-hexadecanoyl- 43 771 32852 Pyrrolidine, 1-hexanoyl- 2 0 0 6 772 32857 Pyrrolidine, 1-lauroyl- 24 — — 773 35724 Pyrrolidine, l-[ (o-methoxyphenoxy) acetyl] - 62 774 35721 Pyrrolidine, l-[ (p-methoxyphenoxy) acetyl] - 30 — — — 775 35768 Pyrrolidine, l-[ (2-methylcyclohexyl) carbonyl]- 0 0 0 2 776 32866 Pyrrolidine, 1-myristoyl- See footnotes at end of table. 13 46 — — 22 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded synthetics — Continued Percent Percent Percent Percent 777 32856 Pyrrolidine, 1-nonanoyl- 10 34 0 778 32853 Pyrrolidine, 1-octanoyl- 4 5 0 1 779 35515 Pyrrolidine, 1-tridecanoyl- 26 ___ 780 33518 Pyrrolidine, 1-undeeanoyl- 19 34 781 35461 Pyrrolidine, 1-valeryl- 2 21 0 4 782 28015 1-Pyrrolidinebutyramide, 2-oxo- 56 783 35602 1-Pyrrolidineethanol, acetate 34 784 34290 Quinoline, l-(butylsulfonyl) -1,2,3,4-tetrahydro- 31 54 785 31885 Salicylaldehyde, acetate 30 ___ 786 23189 Stearic acid, allyl ester 40 787 70549 Stearic acid, isopropenyl ester 30 ___ , 788 23120 Stearic acid, vinyl ester 20 789 20934 Succinic acid, piperonyl-, dimethyl ester 62 65 790 31668 Succinimide, iV-butyl- 2 4 791 25027 Sulfoxide, 3-chloropropyl octyl 12 61 792 35466 Tetradecanamide, iV,iV-dibutyl- 35 793 35465 Tetradecanamide, N,N-diethyl- 23 ___ 794 26662-X Tetradecanamide, 2V,7V-dimethyl- (95 percent), mixture with related amides (5 percent) 19 58 — — - 795 35512 Tetradecanamide, 2V,iV-dipropyl- 11 64 796 28865 2,4,8,10-Tetraoxaspiro [5.5] undecane, 3, 3,9,9- tetramethyl- 6 18 14 4 797 70405 Thiazolidine, 3-acetyl-2- (2,6-dimethyl-5-heptenyl) - 32 — — 798 70404 Thiazoldine, 3-acetyl-2- ( 1-ethylpentyl) - 25 2 6 0 799 33253 Thiophene-3-ol, tetrahydro-, carbanilate, 1,1- dioxide 40 — 800 15485 Thymol, 2,6-dinitro- 1 28 801 26949 m-Toluamide, N,N-bis (2-cyanoethyl) - 30 — — — 802 20218 m-Toluamide, N,N- diethyl- (deet) 0 0 — — 803 22542-X m-Toluamide, N,iV-diethyl- (75 percent), mixture with iV,N-diethyl-p-toluamide (25 percent) 11 0 — 4 804 28950 -m-Toluamide, N,2V-diethyl-6-nitro- 60 16 64 42 805 70020 m-Toluamide, 2V,N-dihexyl- 36 — 806 30105 m-Touamide, N,N- dimethyl- 4 0 — 807 70021 m-Toluamide, N-dodecyl- 38 — 808 70027 m-Toluamide, N-furfuryl- 48 ___ — — 809 70022 m-Toluamide, iV-furfuryl-A/'-methyl- 17 26 14 19 810 70026 m-Toluamide, N- ( 2-methoxy-l-methylethyl) - 46 — — ___ 811 30131 m-Toluamide, 7V-methyl- 37 — — — 812 70047 o-Toluamide, iV.N'-dicyclohexyl- 54 — 813 20217 o-Toluamide, AT,N-diethyl- 2 2 — — 814 33470 o-Toluamide, N,N-diethyl-a,a,a-trifluoro- 16 2 — --- 815 70023 o-Toluamide, A^AT-dihexyl- 42 — — — 816 70084 o-Toluamide, 2V,JV-dipentyl- 46 — — — 817 70024 o-Toluamide, N-dodecyl- 53 — — 818 70043 o-Toluamide, N-furfuryl- 32 — — — 819 70025 o-Toluamide, N-furfuryl-N-methyl- 21 — — — 820 70049 o-Toluamide, N- (2-methoxy-l-methylethyl) - See footnotes at end of table. 58 — — — LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 23 Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against U cockroach species — Continued Cockroaches in treated carton 1 Item (AI3- ) Compound German American Oriental Brown- banded SYNTHETICS — Continued Percent Percent Percent Percent 821 20219 p-Toluamide, 2V,2V-diethyl- 0 0 ___ ___ 822 34001 p-Toluamide, N,2V-diethyl-a,a,a-trifluoro- 3 10 823 70029 p-Toluamide, N,N-dihexyl- 52 824 70030 p-Toluamide, N-dodecyl- 58 825 70050 p-Toluamide, N-furfuryl- 6 39 826 70046 p-Toluamide, N-furfuryl-N-methyl- 2 7 32 827 70028 p-Toluamide, N- (2-methoxy-l-methylethyl) - 43 828 70079 Toluene, 2,4,6-trimethoxy- 10 12 1 829 424 p-Toluenesulfonamide, 2V,N-dibutyl- 49 49 830 1885 p-Toluenesulfonamide, N-pentyl- 41 50 831 2555 p-Toluenesulfonic acid, octadecyl ester 32 832 35514 Tridecanamide, 7V,7V-dibutyl- 48 833 35238 Tridecanamide, V,V-diethyl- 48 834 35513 Tridecanamide, N,2V-dipropyl- 16 44 835 70355 Triethylamine, 2- (4-allyl-2-methoxyphenoxy) - 2 10 836 70447 Triethylamine, 2-[ (decahydro-2-naphthyl) oxy]- 0 0 0 1 837 28546 Triethylamine, 2-[ (3,7-dimethyl-2,6-octadienyl)thio]-, (E)- 10 0 2 0 838 70392 Triethylamine, 2-[ (3,7-dimethyloctyl) oxy]- 0 1 — — 839 70182-X Triethylamine, 2-[3-(2-isobornyloxy)propoxy]- 2 6 — 840 70180 Triethylamine, 2- [4- (p-menth-l-en-8-yl) butoxy] - 8 19 — — 841 70280 Triethylamine, 2-[ (p-menth-8-en-3-yl) oxy]- 0 10 — — 842 70281 Triethylamine, 2-(9-octadeeenyloxy) - 48 — — 843 70179 Triethylamine, 2-(octadecyloxy)- 64 — — 844 28545 Triethylamine, 2- (2-pinen-4-yloxy) - 0 2 0 0 845 28544 Triethylamine, 2- ( 2 ( 10 ) -pinen-3-yloxy ) - 0 0 0 0 846 35518 Undecanamide, N,N-dibutyl- 34 — — 847 35236 Undecanamide, V,V-diethyl- 19 69 — 848 35235 Undecanamide, N,N-dipropyl- 24 849 2280 Undecanoic acid 35 36 — 850 33880 3-Undecanone, 4-methyl- 41 851 3928 10-Undecen-l-ol, acetate 4 — 852 70151 Urea, 3-isobornyl-l,l-dimethyl- 30 8 0 6 853 70152 Urea, l-methoxy-l-methyl-3-[ (exo-2-methyl-2- norbornyl) methyl] - 32 2 0 2 854 15401 Urea, phenyl- 34 — — — 855 35511 Valeramide, N,N-dibutyl- 1 0 0 0 856 35464 Valeramide, 2V,N-diethyl- 40 — — 857 35706 Valeramide, N,N-diisobutyl- 7 2 0 1 858 35700 Valeramide, N,N-diisopropyl- 16 8 2 3 859 35710 Valeramide, 2V,iV-dipentyl- 6 0 0 1 860 35510 Valeramide, A^N-dipropyl- 9 4 1 2 861 35716 Valeramide, N-hexyl- 3 6 1 0 862 35713 Valeramide, N-pentyl- 8 1 0 2 863 34256 Valeric acid, 2-cyano-3 ,4-dimethyl-, methyl ester 50 — — ___ 864 33911 Valeric acid, 2-cyano-3-ethyl- 42 — — — 865 33902 Valeric acid, 2-cyano-3-ethyl-, ethyl ester 18 3 0 0 866 33828 Valeric acid, 2-cyano-3-ethyl-, methyl esiter See footnotes at end of table. 18 15 32 12 24 PRODUCTION RESEARCH REPORT 164, U.S. DEPT. OF AGRICULTURE Table 1. — Comparative effectiveness of synthetic and botanical compounds evaluated as repellents against Jf cockroach species — Continued Item (AI3- ) Compound Cockroaches in treated carton German American Oriental 1 Brown- banded synthetics — Continued Percent Percent Percent Percent 867 28502 Valeric acid, 2-methyl-, methyl ester 50 ___ ___ 868 4161 Valeric acid, 4-methyl- 19 72 869 10517 Valerophenone, 4'-methoxy- 21 38 870 21035 p-Xylene-a,a'-diol, 2,3-dibromo-5,6- (methylenedioxy) - 57 38 — — 871 33866 2,5-Xylenesulfonamide, V,A/-diethyl- 50 872 8632 3,5-Xylenol, 4-chloro- BOTANICALS 15 32 — — 873 25187-X Abies siberica (Siberian pine needle oil) 15 874 41233 Acacia farnesiana, ethanol extract of leaves, stems 64 ___ 875 41268 Acorus calamus, distillation fraction of root oil 1 2 ___ ___ 876 41269 Acorus calamus, distillation fraction of root oil 2 0 877 41235 Aeseulus octandra, ethanol extract of leaves, stems 13 ___ ___ 878 21302-X Angelica seed oil 45 40 ___ 879 41243 Aristolochia durior, ethanol extract of leaves, stems 27 ___ 880 41252 Baldwina uniflora, ethanol extract of leaves, stems, roots, and flowers 30 — — — 881 41210 Cinnamomum camphora, ethanol extract of leaves 46 882 41262 Elusine indica, alcohol extract of leaves, stems, roots, and flowers 85 — — — 883 25396-X Ginkgo biloba leaves, ethanol extractive 54 63 ___ 884 25395-X Ginkgo biloba leaves, ethyl ether extractive 36 68 ___ ___ 885 41202 Helitr opium sp., ethanol extract of leaves, stems 30 886 469 Juniper berry oil 8 887 41266 Leandra clathrantha, ethanol extract of leaves, stems 79 888 44652 Melia azadirachta, alcohol extract of fruit 53 ___ 889 44653 Melia azadirachta, ether-soluble portion of AI3- 44652 20 32 — — 890 44654 Melia azadirachta, solid from AI3-44653 60 ___ 891 32282 Musa sapientum var. paradisaica, ethanol extract of banana pulp (aqueous solution) 52 — — — 892 41994 Muscari racemosum 10 25 36 68 893 41557 Nepeta cataria, ethanol extract 26 ___ 894 41556 Nepeta cataria, ether extract 20 35 895 41139 Sassafras albidium, ethyl ether extract (neutral fraction of leaves) 42 — — --- 896 41206 Schinopsis lorentii, ethanol extract of leaves 64 ___ 897 123 Schoenocaulon officinale (sabadilla) (aqueous solution) 10 — — — 898 41176 Umbellularia calif ornica, ethanol extract of leaves 50 899 41178 Umbellularia calif ornica, ethanol extract of stems, roots 26 — — — 900 41175 Umbellidaria calif ornica, ethyl ether extract of leaves 26 — — — 901 41177 Umbellularia calif ornica, ethyl ether extract of stems, roots 8 — — — 1 Percentages can be converted to percent repellency by multiplying them by 2 and subtracting from 100. 3 151, 80, 46, and 48 tests, respectively, for German, American, oriental, and brownbanded cockroaches. LABORATORY EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 25 INDEX TO AI3 NUMBERS AI3- Item AI3- Item AI3- Item AI3- Item 63 308 3928 851 15129 291 18524 119 85 508 4161 868 15130 290 18525 120 106 505 4162 543 15136 424 18526 124 112 474 4253 754 15266 503 20008 633 123 897 4368 221 15267 224 20217 813 301 385 4370 241 15311 470 20218 802 424 829 4453 355 15354 150 20219 821 469 886 4910 436 15401 854 20221 329 751 396 4914 454 15485 800 20299 184 813 747 4919 315 15687 143 20317 313 898 267 4922 320 15800 511 20332 336 1000 526 4923 331 15826 514 20367 333 1019 376 5014 382 15831 510 20429 339 1029 138 5519 277 15833 509 20430 746 1088 96 5523 105 15834 513 20438 338 1122 629 5528 107 15843 530 20439 337 1197 225 5533 371 15844 529 20453 340 1240 756 5756 275 16106 472 20549 481 1393 650 5780 292 16275 344 20596 640 1394 646 5816 109 16500 397 20768 399 1395 655 5831 134 L6634 264 20789 636 1396 649 5844 276 16737 48 20803 278 1397 648 6147 285 16742 45 20810 155 1643 479 6217 467 17248 630 20826 635 1885 830 6381 373 17307 106 20886 346 2069 181 6535 328 17365 628 20888 341 2133 325 7174 319 17434 469 20934 789 2185 375 7407 400 17440 632 21035 870 2280 849 7701 435 17591 758 21125 272 2396 653 7799 395 17596 362 21274 1 2409 641 8006 425 18013 363 21296 113 2417 654 8009 731 18274 500 21302-X 878 2418 643 8184 525 18278 484 21482 347 2419 644 8448 236 18284 498 21505 293 2420 651 8632 872 18285 487 21675 298 2421 652 9004 365 18343 114 21699 146 2422 647 9005 364 18405 131 21732 147 2484 94 9214 359 18407 132 22212 431 2549 755 9480 282 18409 118 22213 430 2555 831 10517 869 18412 117 22542 803 2617 642 10525 312 18414 125 22879 428 2620 645 10548 144 18416 116 23120 788 2812 381 11010 476 18417 115 23189 786 2832 91 11064 296 18420 287 23388 5 2833 753 11319 748 18484 127 23390 38 2842 752 12010 321 18486 284 23527 26 2844 482 12099 507 18487 129 23528 6 2954 295 14147 194 18489 288 23529 29 3130 473 14244 324 18493 289 23530 2 3295-X 527 14249 335 18495 130 23531 19 3341 108 14640 149 18498 122 23532 27 3395 384 14753 201 18499 123 23533 28 3662 394 14755 217 18500 133 23534 139 3710 271 15029 368 18503 126 23535 24 3806 631 15069 512 18522 128 23536 140 3809 273 15127 626 18523 121 23537 35 Item 103 102 104 93 23 51 22 707 486 50 99 97 95 25 32 111 112 30 101 98 110 37 100 36 33 136 159 21 34 7 31 137 20 506 449 638 386 791 751 627 873 326 374 884 883 639 408 719 533 377 794 148 656 434 310 801 637 501 222 235 233 214 230 227 182 195 196 814 463 89 90 58 59 84 85 54 55 65 62 63 74 72 73 88 86 87 49 82 83 725 711 742 166 164 179 768 765 780 447 624 866 419 412 547 524 546 521 153 152 871 266 456 RESEARCH REPORT 164, U.S. DEPT. OF AI3- Item 27195 499 27196 489 27197 493 27198 483 27199 357 27662 342 28015 782 28073 634 28074 314 28094-X 465 28344 745 28464 135 28502 867 28544 845 28545 844 28546 837 28563 739 28564 740 28565 717 28637 504 28638 620 28726 229 28739 226 28800 657 28801 684 28864 609 28865 796 28866 608 28867 590 28868 595 28869 605 28870 759 28874 604 28875 603 28876 553 28877 566 28878 601 28926 584 28927 582 28928 593 28929 587 28930 550 28948 571 28949 565 28950 804 28951 563 28952 570 28953 561 28954 568 28962 185 28963 576 28964 567 28965 572 28966 10 28967 43 28968 13 28969 16 28970 47 AI3- Item 28971 216 28972 189 28973 188 28974 667 28975 681 28976 695 28977 668 28978 682 28979 696 28980 659 28981 673 28982 687 28983 674 28984 672 28985 686 28986 688 28987 660 28988 708 28989 670 30105 806 30131 811 30682 343 31012 345 31056 535 31066 540 31072 534 31081 533 31416 283 31544 307 31668 790 31885 785 32282 891 32806 165 32807 169 32826 737 32827 736 32828 735 32838 176 32839 175 32840 170 32841 174 32848 727 32849 167 32850 738 32851 177 32852 771 32853 778 32856 777 32857 772 32866 776 32867 770 32960 294 33158 303 33176 301 33210 305 33221 306 33223 304 33249 316 Item 451 421 452 422 458 437 415 414 358 523 379 850 330 477 445 865 459 623 443 864 822 297 57 53 61 64 274 79 56 52 78 60 270 268 269 478 625 464 462 380 460 420 418 416 39 457 455 453 156 409 413 411 438 441 442 440 439 444 EVALUATIONS OF COMPOUNDS AS REPELLENTS TO COCKROACHES 27 Aia- Item AI3- Item AI3- Item 34252 448 35466 792 35655 485 34253 446 35467 761 35656 492 34255 622 35468 704 35657 497 34256 863 35469 161 35658 495 34283 334 35509 406 35659 491 34284 332 35510 860 35660 490 34288 703 35511 855 35661 488 34289 760 35512 795 35667 502 34290 784 35513 834 35668 496 34291 471 35514 832 35669 494 34292 280 35515 779 35695 762 34293 281 35516 741 35696 767 34294 279 35517 178 35697 769 34440 450 35518 846 35698 766 34441 621 35519 426 35700 858 34446 417 35520 427 35701 404 34447 410 35521 658 35702 537 34456 231 35522 669 35703 518 34457 154 35523 664 35704 352 34458 423 35524 663 35705 286 34459 151 35525 666 35706 857 34460 245 35526 665 35707 403 34461 299 35527 662 35708 536 34467 234 35583 383 35709 517 34468 232 35601 744 35710 859 34469 243 35602 783 35711 405 34470 242 35604 388 35712 539 34471 244 35613 671 35713 862 34472 257 35614 683 35714 407 34473 256 35615 678 35715 542 34474 258 35616 677 35716 861 34475 219 35617 680 35717 541 34476 218 35618 679 35721 774 34477 220 35619 676 35722 733 34478 239 35631 685 35723 172 34479 238 35632 697 35724 773 34480 240 35633 692 35725 732 34636 168 35634 691 35726 171 34637 730 35635 694 35758 763 34697 351 35636 693 35759 709 34698 516 35637 690 35760 162 34960 353 35638 699 35761 661 35231 519 35639 701 35762 675 35232 515 35640 700 35763 689 35233 354 35641 706 35764 764 35234 350 35642 724 35765 710 35235 848 35643 721 35766 163 35236 847 35644 720 35767 327 35237 378 35645 723 35768 775 35238 833 35646 722 35769 734 35458 429 35647 713 35770 173 35459 402 35648 705 35771 322 35460 401 35649 718 41139 895 35461 781 35650 728 41175 900 35462 743 35651 726 41176 898 35463 180 35652 716 41177 901 35464 856 35653 714 41178 899 35465 793 35654 712 41202 885 896 881 874 877 879 880 882 887 875 876 894 893 892 888 889 890 252 255 183 237 247 249 248 211 190 197 200 202 208 205 805 807 809 815 817 819 810 808 827 823 824 212 203 532 12 213 198 204 207 206 209 818 192 40 616 715 835 702 613 612 615 77 838 606 556 619 392 372 370 798 797 391 589 393 66 617 186 215 596 369 70 579 562 580 598 581 597 569 600 599 749 836 522 750 531 360 361 349 348 142 141 468 528 787 145 466 757 RESEARCH REPORT 164, U.S. DEPT. OF AI3- Item 70045 191 70046 826 70047 812 70048 210 70049 820 70050 825 70051 193 70052 309 70053 302 70054 311 70056 433 70057 520 70058 544 70059 475 70078 260 70079 828 70080 158 70081 157 70082 263 70083 387 70084 816 70085 199 70086 246 70087 323 70088 390 70089 545 70090 398 70091 356 70092 480 70093 228 70094 262 70138 583 70139 594 70140 586 70141 44 70142 548 70143 577 70144 560 70145 11 70146 578 70147 549 70148 9 70149 591 70151 852 70152 853 70160 432 70169 555 70170 558 70171 559 70172 557 70173 574 70174 259 70175 573 AI3- Item 70176 4 70177 585 70179 843 70180 840 70181 366 70182-X 839 70193 389 70194 261 70195 592 70196 607 70197 588 70198 564 70199 602 70200 265 70201 68 70202 76 70203 254 70204 253 70208 698 70209 160 70234 17 70235 67 70236 69 70237 15 70238 71 70239 81 70240 80 70271 46 70272 14 70273 250 70274 3 70275 251 70276 618 70277 611 70278 610 70279 554 70280 841 70281 842 70282 729 70283 367 70306 92 70307 614 70308 187 70310 318 70311 317 70322 8 70329 41 70330 18 70331 >51 70332 >52 70333 75 70334 42 70335 575 U. S. GOVERNMENT U. S. DEPARTMENT OF AGRICULTURE AGRICULTURAL RESEARCH SERVICE HYATTSVILLE, MARYLAND 20782 OFFICIAL BUSINESS PENALTY FOR PRIVATE USE, $300 POSTAGE AND FEES PAID U. S. DEPARTMENT OF AGRICULTURE AGR 101