June 1949 ?j -77C 
 
 United States Department of Agriculture 
 Agricultural Research Administration 
 Bureau of Entomology and Plant Quarantine 
 
 LABORATORY TESTS OF TOXICITY OF SOME ORGANIC COMPOUNDS TO THE 
 EUROPEAN CORN BORER, 1940 TO 1948 
 
 By D. D. Questel, Division of Cereal and Forage Insect Investigations, 
 and S. I. Gertler, Division of Insecticide Investigations 
 
 This report contains the results of laboratory tests with various 
 organic compounds against newly hatched larvae of the European corn 
 borer ( Pyrausta nubjlalis (Hbn.)) at Toledo, Ohio, during the period 
 1940 to 1948. Similar tests on other compounds have been reported in 
 publications E-557, E-612, E-620, and E-707 of this Bureau. All the 
 compounds tested were supplied by the Division of Insecticide Investi- 
 gations • 
 
 The care and handling of moths, eggs, and larvae and the technique 
 employed in conducting these tests are described in E-557. The compounds 
 were applied as sprays on fresh green cauliflower or corn leaves. All 
 compounds except alpha-cyano-N-me thy lace tamide had been ground with an 
 equal weight of clay. In the initial tests either 4 or 8 pounds of the 
 mixture was used per 100 gallons of water containing l/3 pound of a 
 sodium monosulfonate of butylphenylphenol as a wetting agent. Materials 
 showing high mortality in the initial tests were retested at lower 
 strengths, and all larvae were given an opportunity to feed for 48 hours 
 before mortality readings were taken. Results of these tests are given 
 in table 1. 
 
 Technical and purified grades of l,l,l-trichloro-2,2-bis(p_-fluorophenyl)' 
 ethane gave 100 percent mortality at concentrations as low as l/2 pound of 
 the mixture per 100 gallons of water. The technical grade was tested in 
 the field on sweet corn against the borer in 1947. Borer reductions of 
 98.2 and 98.3 percent in stalks and ears, respectively, were obtained. 
 The percent of borer-free stalks was 94 as compared with 4 in the non- 
 treated plots. Although some slight injury to the corn plant was observed 
 from the use of this compound, the plants fully recovered and there was 
 no apparent reduction in yield. 
 
Table 1.— Toxicity to the Suropaaa corn borer of organic compound* 
 tested at different rates in water suspensions 
 
 Compound 
 
 Isperi- 
 
 mental 
 mixture 
 per 100 
 gallonei/ 
 
 Larvae 
 used in 
 
 treaty 
 aenti/ 
 
 Average mortality 
 of larroe 
 
 Treated^/ 
 
 Not 
 treated 
 
 
 Pounds 
 
 Humtcr 
 
 Percent 
 
 Percent 
 
 1,1,1-Trichloro- 
 2 , 2-bis ( £-f luoro- 
 phenyl) ethane 
 
 ( C 6 H A F )2 CHCC1 3 
 
 Purified U 
 
 2 
 
 1 
 1/2 
 
 iA 
 
 1^9 
 
 13a 
 
 121 
 3^ 
 
 100 (0) 
 100 (0) 
 100 (0) 
 100 (0) 
 9* (O-l) 
 
 k 
 k 
 k 
 k 
 
 k 
 
 
 Technical k 
 2 
 1 
 1/2 
 
 168 
 
 1^5 
 
 13S 
 
 «3 
 
 27 
 
 100 (0) 
 100 (0) 
 100 (0) 
 100 (0) 
 
 93 (0*1) 
 
 k 
 k 
 h 
 k 
 k 
 
 o^Chlorobenzoic acid 2- 8 124 100 (0) 
 
 phenylhydrazide 
 CgH^MHHHCOO^H^Cl 
 
 2-Chloro-H, M-dii sopropyl- 
 benzamide 
 ClC 6 H) i+ C0N(CH(GE 3 )2)2 
 
 2, 1 4-Dichloro-l* , ~ 
 ni t rob enzanil i de 
 
 Cl 2°6 H 3 0OHHC 6% li0 2 
 
 tranfr-alpha, 4, 4 *- 
 Trichloro stilbene 
 C1C 6 %CC1:CHC 6 %C1 
 
 be ta-Pinene-c arbon 
 
 tetrachloride QV}$ Cl) 
 
 2,U-Dichloro-.&. 
 i sopropylb en zamide 
 C1 2 C 6 H,C0KHCH( GH,) 2 
 
 l/ The concentration of the compound is one-half the concentration 
 shown. 
 
 2/ There was much feeding unless indicated otherwise by figures in 
 parentheses: (0) none; (1) little; (2) moderate; (3) much. 
 
 2/ Approximately the same number of larvae were used in the nontreated 
 checks. 
 
 k 
 
 2 
 
 1 
 1/2 
 
 ioi 
 
 124 
 
 7* 
 
 97 (0) 
 52 (2) 
 
 U (2-3) 
 
 
 .8 
 .8 
 .8 
 .8 
 
 8 
 k 
 2 
 
 103 
 
 7* (0-2) 
 
 20 
 7 
 
 2 
 2 
 2 
 
 2 
 
 1 
 
 285 
 
 116 
 
 163 
 
 7M1) 
 
 UO (2) 
 7 
 
 
 
 
 
 8 
 
 u 
 
 7* (2) 
 
 25 
 
 
 
 
 8 
 
 k 
 
 Si 
 
 56 
 
 2 
 
 •7 
 
 
 2 
 
 51 
 
 2 
 
 .7 
 
-J- 
 
 Table 1.— (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 / 
 gallons^/ 
 
 Larvae 
 used in 
 treafc-7 
 ment^/ 
 
 Average mortality 
 of larvae 
 
 Treated 2/ 
 
 Not 
 treated 
 
 dl-H.U'-Tetrechlorobi- 
 benzyl 
 ClCgK^CHClCHClCfcH^Cl 
 
 3,*M)ichlorobenzoic acid 
 2-phenylhydr azi de 
 
 Pounds 
 
 k 
 
 1 
 
 8 
 
 Humber 
 
 232 
 12>+ 
 
 139 
 
 Percent 
 
 51 (2) 
 
 
 35 (2-3) 
 
 Percent 
 
 
 
 
 .8 
 
 2 t 4-Di chloro-B, H-dii sopropyl- 8 
 
 benzamide k 
 
 C1 2 C 6 H 3 C0N(CH(CE 3 ) 2 ) 2 2 
 
 2 t 3 , ,H-Trichlorobenzanilide 8 
 
 c l2 c 6 H 3 COHHC 6% c l * 
 
 2 t 4 t M-Trichlorobenzanilide 8 
 
 C1 2 C 6 H 3 OONHC 6 H 4 C1 ^ 
 
 88 
 
 75 
 86 
 
 % 
 97 
 
 2,H-Dichlorobenzoic acid 
 2-pkenylby drazi de 
 
 CgHgMHNHCOCgH-jClg 
 
 8 
 
 1*7 
 
 31 (0-3) 
 
 2* (2) 
 2 
 
 22 (1-3) 
 
 
 2 
 
 22 (1-3) 
 2 
 
 
 a 
 
 .9 
 
 .9 
 .9 
 
 2 
 2 
 2 
 
 2 
 2 
 2 
 
 .8 
 
 2,4-Dichloro-H- 
 propy lben z amide 
 
 Cl 2 C 6 H 3 0ONHC 3 H 7 
 
 8 
 k 
 2 
 
 102 
 35 
 
 16 
 
 6 
 6 
 
 .7 
 .7 
 .7 
 
 cie-alpha, *, U «-Trichloro- 
 stilbene 
 ClCgE\CCl; CHCgH^Cl 
 
 k 
 
 155 
 
 16 (2-3) 
 
 
 
 2, 4-Dlchloro-H-etbylbeniemide 
 
 ClgCgH-jCOHHC^ 
 
 8 
 
 105 
 
 12 
 
 .8 
 
 H-Chloro-3 *-ni tro- 
 benzanilide 
 
 ClC^CCNHCgH^BOg 
 
 8 
 
 93 
 
 9 (2) 
 
 .8 
 
 2,U-Dlthiobiuret 
 
 HH 2 CSNHCSNH2 
 
 8 
 
 166 
 
 9 
 
 
 
Table 1.— (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per ICO 
 galloni^ ment 
 
 lA 
 
 Larrae 
 ueed In 
 treat- 
 
 ▲rerage mortality 
 of larrae 
 
 ,/ Hot 
 MX Treated^/ treated 
 
 dl-alpha, alpha, alpha *-H, U U 
 Pentachlorobibenayl 
 ClC 6 Hj|CHCl CC1 2 C^C1 
 
 2, U-Dl chloroben toylpiperldlne 
 CH 2 ( CH 2 )^HC0C 6 H 3 C1 2 
 
 Benzoic acid, o-benzaoido- 
 phenyl eater 
 C^HcCOHHC^H^OO CC^fi^ 
 
 3, U-Di chloro-I, B-dli eopropyl- 
 benzamide 
 
 Cl2C 6 H 3 COH( CH( CH 3 ) 2 ) 2 
 
 Pounde 
 
 8 
 k 
 2 
 
 Humber 
 
 159 
 82 
 
 105 
 
 146 
 
 64 
 
 146 
 
 j-Chlorobenzolc acid, penta— 4 
 
 chlorophenyl ester 
 ClC^COOC^Clc 
 
 H.H-Dilsobutyl-^-nltrobensaaide 8 
 B0 2 C 6 H^CON( CH 2 CH( CH3) 2 ) 2 
 
 64 
 
 89 
 
 Percent 
 
 8 
 2 
 
 
 Percent 
 
 
 
 
 
 .8 
 
 .8 
 
 E-Butyl-3, 4-dichlorobanzamide 
 ClgC^H-jOOHHO^ 
 
 U 
 
 188 
 
 6 
 
 k 
 
 2, 2 1 , U-Trichlorobenxanllide 
 ClgC^H-jCONHC^E^Cl 
 
 8 
 
 1*5 
 
 5 
 
 .8 
 
 4-Chlo ro-o--bonzo t oluidlde 
 ClC^H^ COHHCgH^ CH, 
 
 k 
 
 122 
 
 5 
 
 .8 
 
 2, 4-Dichloro-*-cyclohexyl- 
 banzaaide 
 
 Cl 2 C 6 H 3 CONHC 6 H ll 
 
 8 
 
 66 
 
 k 
 
 .8 
 
 k l-Bromo-2, 4-dichloro- 
 benzanilide 
 Cl 2 CgH,0ONHC^%Br 
 
 8 
 
 90 
 
 k 
 
 2 
 
 H- imy 1-3 , **— d i chlo rob en z am i de 
 Cl 2 C 6 H 3 CONEC 5 H ll 
 
 8 
 
 132 
 
 h 
 
 .8 
 
-5- 
 
 T a ble 1. — (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 . 
 gallons^/ 
 
 Larvae 
 used in 
 treat-, 
 ment 5/ 
 
 4 f 4«-Dichloro8tilbene 
 ClCgH^CHj CHC^H^Cl 
 
 Jomaric acid, bis(]>-chloro- 
 phenyl)ester 
 ClCgH^OCOCH: CHCOOC5H4CI 
 
 2 • , 4, 5 '-Trichlorob enzanilide 
 ClC^IfyOONHCsHjClg 
 
 3, U-Dichloro-3-prop7lben2amide 
 01 2°6 H 3 00ira0 3 H 7 
 
 2-(4-Chlorobenzamide )pyridine 
 
 ClC6HkC0NHC(CH)l^r 
 
 2, 4-Dichloro-i»-benzotoluidide 
 Cl gCgH^CONHC^CH, 
 
 4 '-Bromo-H-chlorobenzanilide 
 ClCgHkCONHC^Hi^r 
 
 4 , -Bromo-3 t 4-di chlorobenzanilide 
 Cl 2 CgH,00NHC 6 H ll Br 
 
 4 t 4 '-Di chlorob enzoin 
 ClCgH^CHDHCEOCgH^Cl 
 
 N-Butyl-2, 4-dicblorobenzamide 
 C1 2 C 6 H 3 CCNHC H H 9 
 
 N-sec-imyl-3, 4-dichloro- 
 benzamide 
 Cl 2 C 6 H 3 CONHCH( CH, ) C,Hy 
 
 3, 4-Dichloro-S-i sobutyl- 
 
 b en z amide 
 C1 2 C 6 H_C0NHCH 2 CH( CH, ) 2 
 
 Pound 8 
 8 
 
 4 
 2 
 
 8 
 2 
 
 Humber 
 178 
 
 157 
 150 
 
 158 
 107 
 
 79 
 
 85 
 143 
 
 86 
 
 17« 
 164 
 
 l42 
 153 
 
 1^3 
 
 Average mortality 
 of larvae 
 
 Treat ed^/ 
 
 Percent 
 
 3 
 3 
 
 .5 
 
 2 
 2 
 
 2 
 
 2 
 
 Hot 
 treated 
 
 Percent 
 
 •8 
 
 4 
 
 
 2 
 
 
 .5 
 
 ) 
 
 .7 
 
 .8 
 
—o-« 
 
 Table !•— (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 
 
 gallons 
 
 V, 
 
 Larvae 
 used in 
 treat-/ 
 ment => 
 
 Average mortality 
 of larrae 
 
 Treated 
 
 y 
 
 lot 
 treated 
 
 4 '-Benzoyl-^cklorobenzenilide 
 ClCgH^COHHCgH^OOCgHK 
 
 pj-Ghloro-H-heptyrbenzamide 
 " CIC^OOMHC^k 
 
 3, H-Dictaloro-» t I-dime tnyl- 
 benzamide 
 C1 2 C 6 H,C0N(CH 3 ) 2 
 
 3, ^-Bichloro-iS-i sopropyl- 
 benzamide 
 C1 2 C 6 H 3 C0NHCH(CH,) 2 
 
 4-Chl oro-»4 '-pheny 1 azobonzaail id* 
 ClCgH^CONHCgH^H: HCgHj 
 
 o '"fydroxybsnzanilide 
 " C 6 HkCOMHC5%OH 
 
 "beta-Pinene-Heiachloroethaae 
 
 (99* Ci) 
 
 S-Chloro-a'-nitro-oenianilide 
 C1C 6 %OOHHC 6 %»0 2 
 
 £«*Chloro-S-i sopropylbenzamide 
 " OlC^OOHHCH^CH.-^ 
 
 d»(U-0hlorophenyl )-3-(4-chloro- 
 phenyl ) guinoxalin 
 O^Hi CC06H1»C1) C( C^Cl) :1 
 
 jl-Chloro-lf-i sopropylbenzamide 
 010 6 %C0HHCH( 013)2 
 
 V- Jay 1-2, *WLi chlo rob en zami de 
 Ol^OOHHO^ 
 
 Pounds Bomber 
 
 k 1^2 
 
 k lU4 
 
 8 1^9 
 
 4 166 
 
 * 75 
 
 * 71 
 
 5 181 
 8 89 
 4 60 
 
 * 159 
 
 4 60 
 
 8 160 
 
 Percent Percent 
 
 2 
 2 
 
 1 
 1 
 
 .8 
 •8 
 
 .7 
 
 
 
 
-7- 
 
 Table 1.— (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 
 gallons^ 
 
 Larvae 
 used in 
 treaty 
 ment^ 
 
 Average mortality 
 of larvae 
 
 Treated 
 
 2/ 
 
 Hot 
 treated 
 
 
 Pounds 
 
 Number 
 
 Percent Percent 
 
 3,*+-Dichlo rob enzoic acid,o- 
 nitrophenyl ester 
 
 C1 2 C 6 H 3 COOC 6% H0 2 
 
 8 
 
 86 
 
 1 0.8 
 
 3 , **-Di chlo ro-»-b en so t oluide 
 
 Cl 2 c 6 H 3 COHH ^6% CH 3 
 
 8 
 
 8* 
 
 1 .8 
 
 2, 2 , ,4, 5 , -Tetrachlorobenzanilide 
 
 Cl^LCOHC^HjClg 
 
 8 
 
 «9 
 
 1 2 
 
 2 f -Brono-2, U-di chlorobenzanil ide 
 Cl 2 C 6 H 3 C0NHC 6% Br 
 
 8 
 
 «7 
 
 1 2 
 
 N-Ben zyl-3» **— dLi cnlo rob enzami de 
 
 Cl 2 c 6 H 3 CONHCH 2 c 6 H 5 
 
 8 
 
 173 
 
 1 .8 
 
 H-sec-Butyl-3, U-di chloro- 
 benzamide 
 Cl 2 C 6 H,COSHCH( CgHc) CH, 
 
 k 
 
 162 
 
 1 k 
 
 2, 4-Dichloro-3 •-nitro- 
 benzanilide 
 
 Cl 2 C 6 H 3 C0]aHC 6% B0 2 
 
 8 
 
 93 
 
 1 2 
 
 3, i M>ichloro-4 , -nitro- 
 benzanilide 
 
 Cl 2 c 6 H 3 CONHC 6% B0 2 
 
 8 
 
 185 
 
 1 .5 
 
 3, M-Dichloro-3 *-nitro- 
 benzanilide 
 C1 2 C 6 H,C0HHC 6 B^N0 2 
 
 8 
 
 198 
 
 1 .5 
 
 alpha-Cyano-B-met nyl acet amide 
 NCCHgCOHHCH-z 
 
 nS/ 
 
 106 
 
 1 .8 
 
 H-Benzyl-2, U-dichlorobenzamide 
 
 C1 2 C 6 H 3 001JHCH 2 C 6 H 5 
 
 8 
 
 104 
 
 .9 .* 
 
 U/Hot mixed with clay. 
 
1 1 5" 
 
 Table 1.— (Continued) 
 
 Compound 
 
 Experi- 
 mental jLarvae 
 mixture {used in 
 per 100 jtreat- 
 gallonei/{ment 2/ 
 
 Average mortality 
 of larvae 
 
 Treated^/ 
 
 Not 
 treated 
 
 Pounds Number 
 
 2, ^-Dichloro-2 »-ni tro- 
 
 benzanillde 
 C1 2 C 6 H,C0NHC 6 %N0 2 
 
 8 
 
 105 
 
 2 t U-Dichlorob9nzoic acid, 
 pentachlorophenyl ester 
 CI2CJ6H3OOOC6CI5 
 
 8 
 
 200 
 
 Percent Percent 
 
 0.9 
 
 U-Chloro-fi-benzotoluidide 
 ClCgH^CONHC^%CE, 
 
 k 
 
 95 
 
 .7 
 
 .8 
 
 2 1 , 3, U-Srichlorobenzanilide 
 C1 2 C 6 H 3 00NHC 6% C3L 
 
 8 
 
 156 
 
 .7 
 
 .8 
 
 3, *M>ichloro-N-cyclohexyl- 
 benzamide 
 Cl^gHjCONHCgB,^ 
 
 8 
 
 lU4 
 
 •5 
 
 .8 
 
 3, U-Dichlorobenzoylmorpnoline 
 ( CH 2 ) 20( CH 2 ) 24000^3012 
 
 8 
 
 172 
 
 •5 
 
 .8 
 
 N, H-Dib enzyl-3, **-41 chloro- 
 benzamide 
 ClgC^CONCCHgCgH^g 
 
 8 
 
 161 
 
 .5 
 
 .8 
 
 2, *W>ichloro-S»*2-bicyclo- 
 hexylb en z amide 
 
 C 6 H 11 C 6%1 HOOC 6 H 3 C1 2 
 
 8 
 
 l«9 
 
 .5 
 
 
 
 2, 4-Dichloro-S-i sobutyl- 
 benzamlde 
 Cl 2 C b HjC0NHCH 2 CE( CH-j) 2 
 
 8 
 
 171 
 
 .5 
 
 .7 
 
 2 , -Bromo-3. **-^i chloro- 
 benzanilide 
 
 Cl 2 C 6 H 3 00NHC 6% :Br 
 
 8 
 
 207 
 
 .5 
 
 .5 
 
 2 t M-Dichloroben8olc acid, <>- 
 nitrophenyl ester 
 
 C1 2 C 6 H 3 C00C 6 H U*°2 
 
 8 
 
 186 
 
 .5 
 
 
 
Table 1.— (Continued) 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100. 
 gallons- 
 
 Larvae 
 
 ased int. 
 
 Mnentl/ 
 
 Average mortality 
 of larvae . 
 
 , Not 
 Treated^/; treated 
 
 Pounds Number Percent Percent 
 
 \ k '-Di chlorob enzil 
 ClC^COCOC^H^Cl 
 
 2,4-Dichlorobenzoic acid, o^- 
 chlorophenyl ester 
 
 C1 2 C 6 H 3 COOC 6 H 4 Cl 
 
 2, *4-Dichloro-]>-benzani sidlde 
 CI 2 C 6 H 3 CONHC 6 H^OCH 3 
 
 2, 4-2)ichloro-o-benzanisidide 
 CI 2 C 6 H jC0NHC 6 H^0CH, 
 
 2, U-Dichloro-]>-benzotoluidide 
 Cl gC^HjCONHC^H^CH, 
 
 3,4-Dichloro-2 , -nitro- 
 benzanillde 
 Cl gC^CONHCgH^NOg 
 
 neso- 4. k ^Tetrachlorobibenzyl 
 Cl C^CHCl CHCl C^H^Cl 
 
 3,**-Dichlorobenzoic acid, 
 pentachlorophenyl ester 
 Cl 2 C 6 H 3 COOC 6 Cl 5 
 
 3,^-3ichlorobenzoic acid, o~ 
 chlorophenyl ester 
 
 Cl 2 C b H 3 COOC b% cl 
 
 3, U-Dichloro-2-benzanisidide 
 Cl gC^HjCONHC^HliOCHj 
 
 N- sec^3utyl-2, Wi chloro- 
 
 b en z amide 
 
 C1 2°6 H 3 C0HHCH ( C 2 H 5 > CH 3 
 
 8 
 
 8 
 
 8 
 
 184 
 
 192 
 
 8 
 
 199 
 
 8 
 
 182 
 
 8 
 
 197 
 
 8 
 
 257 
 
 h 
 
 199 
 
 8 
 
 209 
 
 85 
 
 100 
 
 1M9 
 
 0.5 
 
 .4 
 
 .4 
 
 .5 
 
 .5 
 
 .8 
 
 .8 
 
 .7 
 
table 1.— (Continued) 
 
 -10- 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 
 Cmlloaml/ 
 
 Larvae 
 used in 
 
 Arerage mortality 
 of larvae 
 
 T 
 
 ^ 
 
 Hot 
 
 Treat ed & \ t re at ed 
 
 L 
 
 Poond» Hunber 
 
 Percent Percent 
 
 2, H-Dichlorob enzoylBorpbollne 
 (CH 2 )20(CH 2 )2HC005%C1 2 
 
 8 
 
 lW 
 
 
 
 0.8 
 
 U-Chloro~H »-ni trobenxanili de 
 
 ClC^Hl+OONHC^Hl^Og 
 
 U 
 
 112 
 
 
 
 .8 
 
 ^-Chloro-g-'b enzot oluidide 
 ClC 6 %0OUHC 6 %CH, 
 
 k 
 
 100 
 
 
 
 
 
 N, N-Dil3enzyl-^-»chloro'benxamide 
 C1C 6 %C0N( CHgCgH^g 
 
 4 
 
 129 
 
 
 
 
 
 M-Chloro-o-senzani sidide 
 
 ClOgH^COHHCgH^OCH, 
 
 k 
 
 77 
 
 
 
 
 
 H-Chloro-g-'benzanisidide 
 ClC^CONHCgH^OCH, 
 
 * 
 
 3? 
 
 
 
 
 
 2, 3# 6, 7-Tetrachloro-5, 6, 7, ft- 
 t e t rahy dr onapht haquinone 
 
 k 
 
 k* 
 
 
 
 
 
 CH 2 CHC1CHC1CH 2 'C : CC ( ) CCl CCld 
 
 
 E-Chlorohippuric acid 
 " ClCgH^OOKHCHgCOOH 
 
 k 
 
 6U 
 
 
 
 
 
 g-Chlorobensoic anhydride 
 ' (ClCfcRtyJO)^ 
 
 k 
 
 65 
 
 
 
 
 
 H-(jKChlorobenzoyl) anthranilic 
 acid 
 
 ClCfcH^COMHCfclfyCOOH 
 
 k 
 
 98 
 
 
 
 .8 
 
 ^•Chloro-H, N-dii sobutylbenzamide 
 ' C1C 6 %C0N(CH 2 CH(CH3) 2 ) 2 
 
 k 
 
 66 
 
 
 
 .8 
 
 H-cec-Amyl-^-chloro'benzamide 
 
 k 
 
 103 
 
 
 
 •8 
 
 C1C 6 %C0UHCH( CH, )0 3 H 7 
 
Table !•— (Continued) 
 
 -11- 
 
 Compound 
 
 Experi- 
 mental 
 mixture 
 per 100 
 gallonei/ 
 
 Larrae 
 used in 
 treat- 
 ment^ 
 
 Average 
 of 
 
 mortality 
 larvae 
 
 
 ,/' Hot 
 Treated-^ | treated 
 
 
 Pounds 
 
 Number 
 
 Percent 
 
 Percent 
 
 j-Chloro-H- sec-hexyl- 
 benzamide 
 ClCgH^0ONHCH( CH,) C^ 
 
 k 
 
 103 
 
 
 
 0.8 
 
 pj-Chloro-N-2-blc7Clohexyl- 
 benzamide 
 
 ^ll^O* 00 ^ 01 
 
 * 
 
 151 
 
 
 
 
 
 3, k-Vi chloro-H, N-dii «obutyl- 
 b en z amide 
 Cl 2 6 H,0ON( CH 2 CH( CH,) 2 ) 2 
 
 k 
 
 125 
 
 
 
 k 
 
 2 t 3,^.5-'«trabromocaproic acid 
 
 CH-j(CHBr)4C00H 
 
 8 
 
 115 
 
 
 
 1 
 
 3, 3 , t 4-Trichlorobenzanilid« 
 C1 2 C 6 H 3 C0NHC 6% C1 
 
 8 
 
 169 
 
 
 
 • 8 
 
 3, \ k »-Trichlorobenzanilide 
 C1 2 C 6 H,00NHC 6 H^C1 
 
 8 
 
 1*5 
 
 
 
 .8 
 
 2 ' , 3. ^. 5 '-Tetrachloro- 
 benzanilide 
 ClgOgHjOONECgHjClg 
 
 8 
 
 16U 
 
 
 
 .8 
 
UNIVERSITY OF FLORIDA 
 
 3 1262 09239 2140