Preliminary tests of synthetic organic compounds as insecticides

MISSING IMAGE

Material Information

Title:
Preliminary tests of synthetic organic compounds as insecticides
Physical Description:
23 p. : ; 27 cm.
Language:
English
Creator:
Swingle, M. C
Gahan, J. B
Phillips, Arthur M., 1903-
United States -- Bureau of Entomology and Plant Quarantine
Publisher:
U.S. Department of Agriculture, Agricultural Research Administration, Bureau of Entomology and Plant Quarantine
Place of Publication:
Washington, D.C
Publication Date:

Subjects

Subjects / Keywords:
Insecticides -- Testing   ( lcsh )
Organic compounds -- Synthesis   ( lcsh )
Genre:
federal government publication   ( marcgt )
bibliography   ( marcgt )
non-fiction   ( marcgt )

Notes

Bibliography:
Includes bibliographical references (p. 3).
Statement of Responsibility:
M.C. Swingle, J.B. Gahan, and A.M. Phillips.
General Note:
Caption title.
General Note:
"E-634."
General Note:
"February 1945."

Record Information

Source Institution:
University of Florida
Rights Management:
All applicable rights reserved by the source institution and holding location.
Resource Identifier:
aleph - 030286800
oclc - 779539537
System ID:
AA00025092:00001

Full Text

LIBRARY
F194 TATE PLANT BOARD

ON;1TvD STATES DEPART-:."2' ,07 AOFi,,L 1..-L
Agricultural Resg..rch Admini t-btlcr.
Bureau of Mntomolog-j and Plant querrentlne

PRELIMINARY T19STS OF S'0^T^u:LIC ORF.O.',C ,'..i :,-
AS INSECTICIDE3S. PART II

M. C. Swingle, J. B. Gahan, and A. N, Fi.llic., /
Division of Control Invebtigatir..



The results of laboratory tests of 893 e'utltic o.g;-''c
pounds as insecticides, at the Sanafozd, 1la., slabuoratoy, we r
ported in Part I of this series (Z), A siiuilar series of ,.
reporting other tests at this laboratory with other 8ynLh.-tic or
ganic compounds h8e been published elsewhere (s). In thei pre ..t
paper 96 additional synthetic organic compounds a.re reported l-
cept as indicated otherwise, the method., of testing were th sam
thfee described in Part I,

Most of *he :.''ind. reviewed iih hi papv2 vwe.e "*,c..L4 .;
tested between Qctober 1939 and December 1940. All the Sa: ,ui-,e
received frown the Division of Insecticide Tnvestigatic.:- 2. /, "
either prepared or purchased the materials from commercial sou




I/ M. C, Swingle resigned Dc., id, 1943; J. -. .h.1. wa
transferred to the Division of-Insects Affecting lian i--d. Ai,'1L..
Feb. 1, 1943; and A. M. Phillipa was transferred to the DivI.-'o
of Fruit Insect Investigations July 1, 1941.

?/ The writers wish to ackn,'wled.;e the assist., .'
Roark, H. L. Haller, and other memberE of the Division of '."
cide Investi6Rtions who ti,.ij the comnoundb, as well as hel,
data, including the fo ru,]?j.s 9g\%en in this p per,






-2-


For testing the compounds reported. iL th'i sp er, 15 species
were used as the test insects. The following insects were used:

Americ~an co-;k-roa.- (ti-L.u srcia(I.)
Cabbage looper (| a.i s (Riley))
Cabbage wewnr'rM ( iall (F.))
Colorado potato beetle (Letinot decemlineata (Say))
Cross-striped cabbage worm (Eyrei_ r/iosj (Guen.))
Diamondback moth (P ai mculpenn (Ourt.))
Greenhouse leaf tier (P.yaAa nbigalis (Guen.))
Hawaiian beet wsbwor'm ( aU f-asdali (Cram.))
Imported cabbage worw. (P=e_ I,. ( 5))
Melon worm (DahMaLa aiLLaj (i'))
Rice weevil (.SjKtc (L.))
Southern armyworm (.anA a'rii (Cram.))
Southern beet webworm (n]hyL-i Mx a (yL))
Termites (B ticijt rip .)
Yellow woolly bs.r (Di'j j1gi (7.))

All the species except th.- tr-rnmites were rearei in the laboras-
tory, in order to stanird.ize 'hs population as r-ch as possible and
to insure their availability -@aen desired. i. somei tests with cock-
roaches a paper disk heavily I-L-,ted with Ohs insectiide was placFd
on the bottom of the jar,

Table 2 lists the reLn.its of tests on 30 organic compounds which
were found to be toxic to one or jioCre species of insects. Compara-
tive tests on four commercial lnsectici4.5s are retorted in table 1.
Eight of the compounds in table ar urthy of special mention.
Three of these -- p-chhlo,-. *. ... ie crbazona, p-chlorobenzene
sulfonamide, and 2, 4-.i,-.-,.'_I-;-J.ut ..t,- Z,' sw:'.j6.r&a o were
effective against all the leaf-feeding insects on which they were
tested. None of these cowpo'caina caeed high mortality of all the in-
sects, but survival was usually dependent upon very limited feeding.

The other five materislB cyclohexaaone semicarbazone,
cyclopentanone semicarbazone, ethyl methyl ketone semicarbazone,
2-furaldehyde semicarbazone, and 2-nitroresorcinol were ineffect-
ive on at least one species, but effective against at least 60 per-
cent of those tested. The most effective carpound was 2-nitroresorciaol,
which controlled five species out of the 1.J l...-fe'dig insects on
which it was tested. Cyc i rhe..,, ,.-i, .zsnaui wai toxic to three
of the four leaf-feeding spe des on which it wa tested.

Of the 8 compounds mentioned, 6 were semicarbarznes. These are
all related chemically to acetone semicarbazone, which was reported
as toxic in Part I, The soamicarbazres -..rt luo closely related to
1, 4-diphenylsemicarba,.ide, which was fond to be very toxic to in-
sects (j). Of 24 other semicaj'bi czoneB listed in the table, only
10 gave any evidence of toxclity, *'dil this was generally a repellent
action with regard to feeling.










Another semicarbazide, 1-phenylsemicarbazide, listed in table
2,shows a tendency towards toxicity, but is not so effective as
1, 4-diphenylsemicarbazide, which has two phenyl groups rather than
One.

Sixty-six other compounds tested during this period were found
to be nontoxic, or only slightly toxic, and these are listed in
alphabetical order in table 3. The insects against which they were
tested are given in the table, but details of the tests are omitted
because the results were almost entirely negative.


SUMMARY

This paper represents a continuation of tests reported in Part
I under the same title. The results of preliminary laboratory tests
to determine the toxicity to insects of 96 additional synthetic
organic compounds are reported.

light compounds were found to be worthy of further work. Arranged
in alphabetical order, the eight toxic compounds were p-chloroacetonhen.rine
semicarbazone, p-chlorobenzene sulfonamide, cyclohexanone semicarbazone,
cyclopentanone semicarbazone, 2, 4-dimethyl-3-pentenone semicarbazone,
ethyl methyl ketone semicarbazone, 2-furaldehyde semicarbazone, and
2-nitroresorcinol, These were effective on all, or nearly all, of the
leaf-feeding insects against which they were tested. Six of the eight
compounds were semicarbazones and therefore closely related chemically.
A number of other semicarbazones tested were found to be less
effective.


LITERATURE CITED

(1) Gahan, J. B., Swingle, M. C., and Phillips, A. M.
1941. 1,4-Diphenylsemicarbazide Ps ea insecticide. U. S. Bur.
Ent. and Plant Quar. E-549, 11 pp. EProcessed.)

(2) Swingle, M. C., Gahan, J. B., and Mayer, E. L.
1944. Laboratory tests of snythetic organic compounds as
insecticides. Jour. Econ. Ent. 37: 70-74; 672-677;
(in orocebs).

(3 _____Phl.lins, A. M., and Gahan, J. B.
1944. Preliminary teets of synthetic organic compounds as
insecticides. Part I. U. S. Bur. Ent. and Plant QL-r.
P--6l, 134 op. Processed









Table 1.-Results of laboratory toxicity tests of four standard
insecticide materials against certain species of
insects


Comound and Insect


F/ Fed.- Kill ia -
Staxe7w Foliage ig V Deposit 48 hours;
Micrograms P~ceal
Der I*q cm.


Cryolite, qnthetic
American cockroach
Cabbage looper
Colorado potato beetle
Cross-striped cabbage worm

Diamondback moth

Greenhouse leaf tier
Hawaiian beet webworm
Melon worm
Southern anmyworm

Southern beet webworn


Full groan
Fifth
Fourth
First
Fourth
Second
Fourth
Fifth
Fourth
Fifth
First
Sixth
Fourth


Derris root, powdered, 4.5% rotenone
American cockroach Full grown
Cabbage looper Fifth
Cabbage webworu Third
Colorado potato beetle Fourth
Cross-trlped cabbage worm Fourth
Greenhouse leaf tier Fifth
Hawaiian beet webworm Fourth
Imported cabbage worn Second
Fourth
Melon worm Fifth


Rice weevil
Southern armywors


Adult
First
Third
Fifth
Adult
do.


Termltee


Collards
Potato
Collards
do*.
do.
do.
do*
Best
Ptampkin
Collards
do.
Beet


.-ON
Collards
do* 4
Potato
Collards
do*
Beet 4
Collarde s
do.
Squash
related wheat)
Collards
doe
do. i
Created soil)
doe


110
250
260
250
250
95
125
310
170
170
155


340
140
170
125
185
250
270
75
50
230
fIS2aoo
110
110
300
13200
1:1000


j/Nuabere refer to inetar*

/ 0 no visible feeding. 1 trace, 2 n moderate, 3 = normal feeding,
comparable with that on untreated foliage*

I/Nunbere in parenthesee indicate number of hours If not 48.


V/A11 proportion by weight.


0
84
100
100
87
90
70
93
97
100
100
97
97


20
67
56
100
53
0
71
100
100
60
3
26
0
2
80
0







-5-


Table l.-(Continued)


ComDoun& and Insect


Fi/ ee/
Stazel/ Foliaze ina


Kill il,
Deposit 48 hour/
Micrograma Percent
per jg ca.


Lead arsenate
Cabbage looper
Colorado potato beetle
Cross-striped cabbage worm

Diamondback moth

Greenhouse leaf tier
Hawaiian beet webworm
Melon worm
Southern armyworm

Southern 'beet webworm
pr 0.33% pyrethrin I
Pyrethrum 0.38% pyrethrin II
American cockroach
Cabbage looper
Cross-striped cabbage worm
Greenhouse leaf tier

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Rice weevil
Southern armyworm


Southern beet webworn
Termites


Fifth
Fourth
First
Fourth
Second
Fourth
Fifth
Fourth
Fifth
First
Fourth
Fourth


Collards
Potato
Collards
do.
do.
do.
do.
Beet
Pumpkin
Collards
do.
Beet


Full grown -
Fifth Collards
Fourth do.
First do.
Fifth do.
Fourth Beet
Fifth Collards
Fifth Pumpkin


Adult
First
Fourth
Sixth
Fourth
Adult
do.


(Treated wheat)
Collards 1


do.
do.
Beet
(Treated
do.


3
o
soil)


95
60
70
70
60
60
14o
125
130
70
70
110


50
97
100
66
100
87
100
51
97
100
22
53


310
14o
230
230
295
230
170
155
13200
240
240
370
215
1:200
1:1000


6o
97
100
100
83
100
72
66
12
73
10
0
94
100
20







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- 15-


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- 16-


Table 3.--xperimeatal materials that were found to be
ineffective against the insects on which
they were tested


CO unA.d Insect Sta.. .


3-Acenaphthenaalne
Co105(C2)2U2


N-(3-Acenaphtheanyl)-acetamide
a3ooc ( 0 CE2)2


Acenaphthenylphenyl ketone
0615000105 ( i2) 2

Acetoacetic acid ethyl ester
seoicarbasone
C3c( :MiMCOM2) C82000025


Acetonyl acetone dieelomicarbasone
( C30( :MHCOOH2) CN) 2




Acetophenone seamicarbasone
065CO(:MHOB2)iN3




3-Acetyi-6-(ethyl l, 2-pgraa-2.4-
(3)-dione(aehydroacetic- acid)
OCiC:CG)C( i)oc(0) C=OOC3


Croseo-striped cabbage worm
Hawaiian beet webworm
Melon worn
Southern arayworn
Southern beet webworm
Yellow woolly bear

Crose-strliped cabbage worm
Hawaiian beet webworm
Melon worn
Southern aormworm
Southern beet webiworn
Fellow woolly bear

Hawaiian beet webworm
Melon worm
Southern beet webworm

Hawaiian beet webworm
Melon worn
Southern armyworm
Southern beet webworn

Hawaiian beet webworm
Imported cabbage worn
Melon worn
Southern arnywom
Southern beet webworm
Termites

Hawaiian beet webwom
Imported cabbage worm
Melon wornm
Southern armyworm
Southern beet webworn
Termites

Hawaiian beet webworn
Imported cabbage worm
Melon worm
Southern armywnr
Southern beet webworm
Terml tee


I/Numbera refer to instar.


Fifth
Fifth
Fourth
First
Fifth
Fourth


Fifth
Fifth
Fourth .
First
Fifth
Fourth


Fifth
Fourth
Fourth

71ifth
Fourth
Fourth
Fifth

Fifth
Fifth
Fourth
Fourth
Fifth
Adult

fifth
Fifth
Fourth
Fourth
Fifth
Adult

Fifth
Fifth
Fourth
Fourth*
fifth
Adult











Table .-(....t


CO vPOutLIa


p-Aminobenzophai e..,.
NH2C6HC(C4C6H) ) 5



AnisalacetoTh-.c.,
CH OC H CH;CER
3 645


Arsenic salt oP ,


of morpho .-
0( CH 2CH2) L -. Q:.


Benzaldehyde au. e
C 6H5 2:HCC o2


Benzal diacetu r.-'no .-
C H CS ( MCIJ: ) -



N-Benzal-S.-( .i.' ,.
ftl fudramnit
NO2C6H SN C*-t 1
5

Benzil mornLbt.c
C 6RH5 coc(c h )



65
Benzoin cO~c.. -
c6 5 CHc( CH)c Cw





Benzophenoiie ,
(CbH )
b52


-. i!.-d cabbage worm
"' ...I an -eet webworm
.' '_ -'; .*i 'il
-" th'"- i' y 'y> .to n

American cocKroach
elon wo
th:e.. m ,t au ia' i .orH
r. ,_.-n 'ke t webworui

'- I .-_,'aiian beet webworm
or:" wuarho~
'- j *.ar ajyrzm/hrij

.i'axian b1eet webworm
I-'ojorted cabbage worm
M el,:, '.r-'
S.-, u h ei armnyworm
.*... ,.'n beet webworm
le.'rrItea

1c ar c-' ckroach
'lon wem,
... e rns rmy worm
,I'fen reet webworm

-i,. e -at'i.'* cabbage worm
al wo rm
o, n a ruJ WO IO
)uttherr. beet webworm

:C SB l L -i -,- b ,e worm
",-',1 ai r1,-. t vo'hbwcrm
Sthe aLm yJL.rm

W'.i i l,, '. et Rebworc

b ,.ti-rn a. tuwurm
.,. tes



I '= i e t i .e wort,


't t wa'.,,cri
*< ..11v ),Par*


if t~a
FOLLk~ 'r.r
F uj


3/4 .-,..

Fif..,t
Fifth


Fifth
".out t
-k,=th
-F u AC th

Fifth

Fo ur
F our 1.
;,' :C th
Adul t


3/4 grcw,.
Fr~
F1' .'t
Fifth


I f~
Fc~
Furth


~QU


"our


S. -I t ---


S L B4~ T~


1-
^


: I :







- 18 -


Table 3.--(Continued)


Compound Insect Stage


Benzoyl perioxide
(c5H CO) 0
5 22


3-Benzoyl-6-phenyl-1, 2-pyran-
2,4(3)-dione
OiCH( c oc(O ) OoC0C H5


3-Bromoacenaphthene
C OH5 (CH 2) 2Br


m-Bromoacetanilide
CH 3CONHC6HBr

N-Carvac rylpalmi tamil de
C H COKHC.H,(OH )
15 31 b 3 3
3c7)


N- Carvacrylpropionamide
C2H5 CONHc6H (CH )(C H )
25 3 3 3 7


m-Chloroacetanilide
CH 3C0oC6H C1


o-Chiorobenzaldehyde semi-
carbazone
CIC6 H CH:"NHCONH2


Cinnamaldehyde semicarbazone
C05OH:CHCH:NMHCONH2


Cross-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm

Hawaiian beet webworm
Melon worm
Southern armyworm
Southern beet webworm

Colorado potato beetle



Cross-striped cabbage worm
Southern armywo rnm

Hawaiian beet webworm
Melon worm
Southern armnyworm
Southern beet webworm
Yellow woolly bear

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termites

Cross-striped cabbage worm
Southern armyworm,


American cockroach
Cross-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termites


Fifth
Fourth
Fourth
Fifth

Fifth
Fourth
Fourth
Fifth

Fourth



Second
Second

Fifth
Fourth
Fourth
Fourth
Fourth

Fifth
Fifth
Fourth
Fourth
Fifth
Adult

Second
Second


3/4 grown
Fifth
Fourth
Fifth
Fifth


Fifth
Fifth
Fourth
Fourth
Fifth
Adult





- 19-


Table 3.-(Continued)


Compound Insect Stage'


Copper salt of dithiocarbamic
acid of ,morpholine
3( CEH.' ) 2NC:SS "Cu


Crotonaldehyde eemicarbazone
CH3 CH:CHCH :NHCOH2
3 2




alpha- Oyanoace tanilide
CH ;conc e
2 b5


Dibenzaltriacetophenone
(iseomer B)
c 5CO2c CB 5 2H 5


3,4-Dichloroacetophenone *em
carbazone
Cl 2 C 3 C( cH3) :;1COM 2


Dime thylglyoxime
(ca C:NHO)
( 3 : ) 2



3,7-Dimethyl tLianthrene
S3f e3SC ?3 ( CH 3



Dinitroacenaphthene
0 lH (CH ) (NO2) 2



alpha,delta-Diohenyl carbohyd
zide
(C5NHMH) 2CO



LIBRARY
STATE PLANT BOARD


Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termites

Hawaiian beet webworm
Melon worm
Southern armyworm
Southern beet webworm

Ameri can cockroach
Melon worm
Southern armyworm
Southern beet webworm


i- Cross-striped cabbage worm
Hawaiisn'beet webworm
Melon worm
Southern armyworm

Cross-striped cabbage worm

Southern armyworm


Cross-striped cabbage worm
Hawaiian beet webworm
Melon worm
Southern armyworm

Colorado potato beetle
Cross-striped cabbage worm
Melon worm
Southern arirmyworm

re- Colorado potato betle
Diamondback moth
Greenhouse leaf tier
Hawaiian beet webworm
l-'elon worm
Southern armyworm
Southern beet webworm
Yellow woolly bear


Fifth
Fifth
Fourth
Fourth

Fifth
Fifth
Fourth
Four th
Fifth
Adult

Fifth
Fourth
Fourth
Fifth


3/4 grown
Fourth
Fifth


Fifth
Fifth
Fourth
Fourth

First
Third
First
Third

Fifth
Fifth
Fourth
Fourth

Fourth
Fourth
Fifth
Sixth

Fourth
Four th
Four tl
Fifth
Fourth
Third
Fourth
Si Nth





-20 -


Table 3.--(Continued)


Compound Insect Sta e-


alpha-Xthylbutyraldehyde seami-
carbazone
( C2R5) 2CECH :ifflOHH-



2-Fluoryl phenyl ketone
C1?99COC6H5


N-Fural-S- (o-ni trophenyl) -
sulfuramine
N 2C6HiSNC( c0H3o)


2-(&-Oluco-do-gulohept o-
hexahydroxyhe3yl)
benzimidazole
cH 2OH( CHOH)5C :C6H4

2-Heptanoae semicarbazone
CM3(cz2) C( c3) :tUCOB2



p-Hydroxyacetophenone
semicarbazone
HOCO C( 'a HCOM H) CHE


2-Hydroxybenzaldiacetophenone
HOC6H4CH( cH2coc 5)2


mulodoacetanilide
CH- EC6H64I


p-Iodoacetanilide
CE3CONEO6wI


Hawaiian beet webworm
Imported cabbage worm
Melon worn
Southern arMyworn
Southern beet webworn
Termites

Hawaiian beet webworm
Melon worn
Southern beet webworn

Cross-striped cabbage worm
Hawaiian beet webworn
Melon worn
Southern arayworm

Hawaiian beet webworm
Melon worn
Southern araywora


Cross-striped cabbage worn
Hawaiian beet webwora
Melon wora
SeotAhei.-in vmyworm
Southern beet webworm

Hawaiian beet webworn
Imported cabbage worm
Melon worm
Southern araywora
Southern beet webwozm
Termites

American cockroach
Melon worn
Southern arxqwora
Southern beet webworm

Colorado potato beetle
Cross-striped cabbage worm
Southern armyworm

Colorado potato beetle
Cross-striped cabbage worm
Southern arywor n


Fifth
Fifth
Fourth
Fourth
Fifth
Adult

Fifth
Fourth
Fourth

Fifth
Fifth
Fourth
Fourth

Fifth
Fourth
Fourth


Fifth
Fifth
Fourth
Fourth
Fifth

Fifth
Fifth
Fourth
Fourth
Fifth
MAdult

3/4 grown
Fourth
Fifth
Fifth


Fourth
Second
Second

Fourth
Second
Second






- 21-


Table 3.-(Continued)


Compound Insect Stagei-


Iron salt of dithiocarbamic acid
of morpholine
[(C H (z2) NCSSJ3 re


Levulinic acid semicarbazone
CH C:NNHCONH )CE CH COOE
3 2 2 2


Mercury salt of dithiocarbamic
Aid. of morpholine
LO(CH6 q ) NO: SSIHg
2 2 2 -2

3-Methoxy-4-hydroxybental-
p-aminobenzoic acid
M OC.H (OE)CH:NC H COOH
3 63 6 4

p-Methylacetophenone semicarba-
zone
M C H c(cH3) :NNHCONH



3,4-Methylenedioxybenzal-
p-amilnobenzoic acid
O 6H OCH CH:NC H COOH


4-Methyl-2-pentanone eemicarba-
zone
(cH ) cH3 c c(cM )5NNCONH
32 2 2



Methyl propyl ketone semicarba-
7one
CH 3C(:NHCONR )C H
3 2 37


Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm

American cockroach
Cross-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm

Ameri can cockroach
Melon worm
Southern armywo rm
Southern beet webworm

Hawaiian beet webworm
Imported cab'hage worm
Melon worm
Southern beet webworm
Termites

Ameri can cockroach
Melon worm
Southern armyworm
Southern beet webwormn

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termites

Hewaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termitee


Fifth
Fifth
Fourth
Fourth


3/4 grown
Fifth
Fourth
Fifth
Fifth


Fifth
Fifth
Fourth
Fourth


3/4 grown
Fourth
Fifth
Fifth


Fifth
Fifth
Fourth
Fifth
Adult


3/41 grown
Fourth
Fifth
Fifth


Fifth
Fifth
Fourth
Fourth
Fifth
Adult

Fifth
Fifth
Four th
Four th
Fi f th
Adult






- 22 -


Table 3.--(Continued)


Compound ... ...Insect Stage/


Morrholine salt of dithiocar-
bamic acid of morpholine
O(CH 2CH ) NC(:S)SNH 2(CH 2CH ) 0

3-Nitroacenaphthene
CO1 H 5(CH ) 2NO2
10o5 (o22 2No



4-(o-Nitrophenylmercapto)-
resorcinol
NO2C .HSCH (OH)
2 6~4o 3 2


N- (o-Nitrophenylmercapto) -
p-toluidine
NO C 4 SNHC e1 CH3


S-(o-Nitrophenyl)-sulfuramine
NO2C eHSNH2




2- Octanone semicarbazone
CH 3(CH ) C(CH ):NNHCONE
3 25 3 2


Piperidine-piperidyl dithiocarba-
mate
(C 5H 11) C(:S)SH(C H N)
5 10 5 11
Piperon.ol semicarbazone
9CH2O0j3CH:NNHCONH2


Hawaiian beet webworm
Melon worm
Southern armyworm

Colorado potato beetle
Cross-striped cabbage worm
Melon worm
Southern armyworm

Cross-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Yellow woolly bear

Cress-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm

Cross-striped cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Yellow woolly bear

Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armyworm
Southern beet webworm
Termitee

Hawaiian beet webworm
Melon worm
Southern armyworm

Ameri can cockroach
Cross-striped cabbage worm
Ha7waiien beet webworm
Melon worm
Southern armyworm
Southern beet webworm


Fifth
Fourth
Fourth

Fourth
Fourth
Fifth
Sixth

Fifth
Fourth
Fourth
Fifth
Fourth

Fifth
Fourth
Fourth
Fifth

Fifth
Fourth
First
Fifth
Fourth

Fifth
Fifth
Fourth
Fourth
Fifth
Adult


Fifth
Fourth
Fourth

3/4 grown
Fifth
Fifth
Fourth
Fifth
Fifth










Table 3.-(Continued)


Compound Insect Sta-


Sulfurlised nicotine




2,l .1,41.-Tetrabroso-
diphenylanine
3r2C3 bHC 3r2

2.4.21 ,4-Tetrachloro-
diphanylamlne
C12C6e3NIc613 Cl2

Thianthrene




p-Tolyl lactamide
CEmCHOHOOCOKH~Cm



Tanillia semicarbasone
ORoI0061( (o) CM :rNCOH2


Zinc salt of dithiocarbamic
acid of morpholine
(o(c ac ) xc:ss) zn
2 2 2 2


Cross-striped cabbage worn
Hawaiian beet webwora
Melon worm
Southern anmyworm

Hawaiian beet webworm
Melon worm
Southern ariyworm

Hawaiian beet webworm
Melon worm
Southern aruywora

Cross-striped cabbage worn
Hawaiian beet webwom
Melon worn
Southern arm wors

Hawaiian beet webwor,
Imported cabbage worm
Melon worm
Southern armyworm

Amerl can cockroach
Melon worm
Southern azwyworm
Southern beet webworm

Cross-striped cabbage worm
Diamondback moth
Greenhouse leaf tier
Hawaiian beet webworm
Imported cabbage worm
Melon worm
Southern armywora
Southern beet webworm


Fifth
Fifth
Fourth
FouArth

Fifth
Fourth
Fourth

Fifth
Fourth
Fourth

Fifth
Fifth
Fourth
Fourth

Fifth
Fifth
Fourth
Fourth


3/4 grown
Fourth
Fifth
Fifth


Fou rth
Fourth
Fifth
Fifth
Fifth
Third
Fourth
Fifth




UNIVERSITY OF FLORIDA

31262 09230 4095II lll111l
3 1262 09230 4095