Laboratory tests of toxicity of some organic compounds to the European corn borer, 1947 to 1952

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Material Information

Title:
Laboratory tests of toxicity of some organic compounds to the European corn borer, 1947 to 1952
Physical Description:
12 p. : ; 27 cm.
Language:
English
Creator:
Questel, D. D ( David Dewitt ), 1899-
Gertler, S. I
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:
European corn borer -- Biological control   ( lcsh )
Organic compounds   ( lcsh )
Biological insecticides   ( lcsh )
Genre:
federal government publication   ( marcgt )
non-fiction   ( marcgt )

Notes

Statement of Responsibility:
by D.D. Questel and S.I. Gertler.
General Note:
Caption title.
General Note:
"E-840."
General Note:
"July 1952."

Record Information

Source Institution:
University of Florida
Rights Management:
All applicable rights reserved by the source institution and holding location.
Resource Identifier:
aleph - 030338616
oclc - 780551325
System ID:
AA00025243:00001

Full Text
LIBRARY
'TATE PLk4 BOARD E-840


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, 1947 to 1952

By D. D. Questel, Division of Cereal and Forage Insect Investigations,
and S. I. Gertler, Division of Insecticide Investigations



The results of laboratory tests with some organic compounds against
newly hatched larvae of the European corn borer (Pyrausta nubilalis
(Hbn.)) at Toledo, Ohio, and Ankeny, Iowa, are herein reported. These
tests were conducted by the Division of Cereal and Forage Insect Investi-
gations from 1947 through 1950. Similar tests with other compounds
have been reported in E-557, E-612, E-620, E-707, E-748, E-778, ani.:
E-781 of this Bureau. All were supplied by the Division of Insecticide
Investigations.
The care and handling of moths, eggs, and lar'. .:ie and the technique
employed in conducting these tests are described in E-557. In the initial
tests either 2 or 4 pounds of the compound was used per 100 gallons of
water containing 1/3 pound of a sodium monosulfonate of butylphenylphenol
as a wetting agent. All compounds had been ground with an equal weight
of clay. Most of them were sprayed at the 4-pound concentration on
fresh green corn leaves. The few compounds first tested at 2 pounds
were sprayed on fresh cauliflower leaves. For each test approximately
the same number of larvae were used in the treated and untreated checks.
All larvae were given an opportunity to feed for 48 hours before mortality
readings were taken. Materials showing a mortality of 10 percent or
higher in the initial tests were retested at lower concentrations. Results
of these tests are given in table 1. Results with materials showing less
than 10 percent mortality are given in table 2. The mortality in the
checks was never higher than 2 percent.





-2-


Table 1. --Results against the European
compounds that showed a mortality of
were retested at lower concentrations


corn borer of toxicity tests with organic
10 percent or more in initial tests and
given in order of effectiveness


Concen-
Compound ration per Borers FeedingAverage
100 gallons used mortality


Pounds Number


Benzoic acid, cinnamylidene-
hydrazide
C6 H5CONHN:CHCH:CHC6H5


4
2
1
1/2
1/4


Methane, tetrakis-
(chlorom ethyl) -
C(CH2Cl)4


Ether, 2,4-dinitrophenyl phenyl
C6H3(NO2)2OC6H5


Ether, 2,4-dinitrophenyl phenethyl
C6H3(N02)20CH2CH2C6H5


Benzoic acid, o-(2,4-
dinitrophenoxy) -
(N02)2C6H3OC6H4COOH


Benzoic acid, p-nitro-
cinnamylidenehydrazide
NO2C6H4CONHN:CHCH:CHC6H5

Ether, 2-cyclohexyl-4,6-
dinitrophenyl 2,4-dinitrophenyl
C6H3(N02)20C6H2(C6H1 1)(N02)2

2-Cyclohexene- 1 -one,
2,3,4,4,5,6,6-heptachloro
CC :CC1CCl2CHClCC12CO


65
65
146
71
62

125
289
305
332

87
92
46


121
75
94
89

85
117
71

106
54
48

174
99
77


None
None to little
do.
Moderate
do.

None
do.
Much
do.


None
Moderate
do.


None
Moderate
Much

None to little
Moderate
Much
do.

None
None to much
Moderate to much


Percent

100
99
67
24
11


100
83
12
2

100
62
42

100
46
0


None
Moderate
Much

Little
Moderate
Much





-3-


Table 1.--(Continued)


Concen-
/-, ., ,. ... ~Borer s ,Av rg
Compound tration per used Feeding Average
100 gallons used mortality


Pounds


Number


Percent


Ether, 2,4-dinitrophenyl
4-methylcyclohexyl
C6H3(N02)20C6Ho10CH3


108
107
88
83

37
47
26


Ether, benzyl 2,4-dinitrophenyl
C6H3(N02)20CH2C6H5


Ethane, 1 -(p-tert-butylphenoxy)-
2 -(2,4-dinitrophenoxy) -
(N02)2C6H30C2H40C6H4C(CH3)3

Ether, cyclohexyl 2,4-dinitrophenyl
C6'3(NO2)2OC6H11

Benzoic acid, piperonylidene-
hydrazide
C6H5CONHN:CHC6H3:02CH2

Ether, 2,4-dinitrophenyl
tetrahydrofurfuryl
C6H3(N02)2OCH2CH(CH2)30
z \


None
Moderate
Much
do.


None to little
Little to moderate
Much


Much


do.
do.


37 Li. le
28 .'Tuch


None to little
Much
Much

None to moderate
Moderate to much
Much


Phenetole, 2,4-dinitro-
C6H3(N02)20C2H5


Benzoic acid, alpha-methyl-
benzylidenehydrazide
C6H5CONHN:C(CH3)C6 H5


p Toluhydroquinone
CH3C6H3(OH)2


69
135


Moderate
Much
do.

None to much
Much


75 Moderate
97 Much






-4-


Table 1.--(Continued)


Concen- Borers Average
Compound tration per used Feeding mortality
100 gallons mortality


Pounds


Number


Percent


112
100


p-Quinone, 2,5-di-tert-butyl-
O:C6H2/C(CH3 )72:O

Acetaldehyde, 2-chloroethyl
2,4,5- trichlorophenyl acetal
CH3CH(OCH2CH2Cl)OC6H2C13

Ether, p-(alpha, alpha-dimethyl-
benzyl)phenyl 2,4-dinitrophenyl
C6H3(N02)20C6H4C(CH3)2C6H5

Ether, p-tert-butylphenyl
2,4-dinitrophenyl
C6H3(N02)20C6H4C(CH3)3

Aniline, N-allyl-2,4-dinitro-
(NO2)2C6H3NHCH2CH:CH2


Moderate
Much


49 Moderate to much
64 Much


134
91





-5-


Table 2. --Results against the European corn borer of toxicity tests with organic
compounds showing less than 1U percent mortality in order of effectiveness


Concen- Borers Average
Compound tration per Borers Average
Slns used mortality
100 gallons

Pounds Number Percent

0-Ethyl 0,O-bis(p-nitrophenyl) thiophosphate 4 135 8
C2H5OP(S)(OC6H4N02)2

Acetic acid, 4,6-dinitro-o-toloxy- 2 173 6
(N02)2(CH3) C6H2OCH2COOH

Benzoic acid, p-nitro-,alpha-methylbenzylidene- 4 178 6
hydrazide
NO2C6H4CONHN:C(CH3)C6H5

Benzaldehyde, 3-methoxy-4-(2,4-dinitrophenoxy)- 4 105 5
C6H3(N02)20C6H3(OCH3)CHO

Phenol, 2-chloro-4,6-dinitro- 2 218 5
ClC6H2(N02)2(OH)

Aniline, 2,5-dimethoxy- 4 115 4
NH2C6H3(OCH3)2

Benzene, 1,3-bis(2,4-dinitrophenoxy)- 4 113 4
C6H4OC6H3(N02)^2

Benzene, 1,4-bis(2,4-dinitrophenoxy)- 4 93 4
C6H4C6H3(N02)72

Benzoic acid, p-nitro-,p-chlorobenzylidene- 4 74 4
hydrazide
NO2C6H4CONHN:CHC6H4Cl

Benzoic acid, p-_nitro-2,2,2-trichloroethylidene- 4 101 4
hydrazide
NO2C6H4CONHN:CHCCl3





-6-


Table 2. --(Continued)


Concen-
Cone- Borers Average
Compound tration per used mortality
100galons used mortality
100 gallons

Pounds Number Percent

Ethanol, 2 2'-(phenylimino)di- 4 117 4
C6H5N(C2H4OH)2

Ether, p-chlorophenyl 2,4-dinitrophenyl 4 102 4
C6H3(N02)20C6H4C1

Ether, o-cyclohexylphenyl 2,4-dinitrophenyl 4 43 4
C6H3(N02)20C6H4C6H11

Ether, 2,4-dinitrophenyl o-nitrophenyl 4 84 4
C6H3(N02)20C6H4N02

Ether, 2,4-dinitrophenyl o-tolyl 4 73 4
C 6H3(N02)20C6H4CH3

Ether, 2,4-dinitrophenyl 2,4,6-trichlorophenyl 4 81 4
C6H3(N02)20C6H2C 13

Acetic acid, 2,4-dinitrophenoxy- 2 231 3
(N02)2C6H3OCH2COOH

Aniline, 2,5-diethoxy- 4 124 3
NH2C6H3(OC2H5)2

Ether, 2,4-dichlorophenyl 2,4-dinitrophenyl 4 71 3
C6H3(N02)20C6H3C12

Ether, 2,4-dinitrophenyl 2-nitro-p-tolyl 4 98 3
C6H3(N02)20C6H3(N02)CH3

Phenol, p-methoxy- 4 103 3
HOC 6H40CH3





-7-


Table 2. --(Continued)


Concen-
Borers Average
Compound tration per s mral
100 gallons used mortality
100 gallons~

Pounds Number Percent

Acetic acid, o-cyclohexylphenoxy- 2 186 2
(C6HI I)C6H4OCH2COOH

Anisole, 5-allyl-2-(2,4-dinitrophenoxy)- 4 117 2
(N02)2C6H30C6H3(OCH3)CH2CH:CH2

Benzoic acid, p-nitrocyclopentylidenehydrazide 4 183 2
NO2C6H4CONHN:C(CH2)2CH2

Benzoic acid, p-nitro-,2-ethylbutylidenehydrazide 4 73 2
NO2C6H4CONHN:CHCH(C2H5)CH2CH3

Benzoic acid, p-nitromethylenehydrazide 4 247 2
NO2C6H4CONHN:CH2

Ethanol, 2,2'-(m-tolylimino)di- 4 103 2
CH3C6H4N(C2H4OH)2

Ether, o-chlorophenyl 2,4-dinitrophenyl 4 78 2
C6H3(N02)20C6H4C1

Ether, 2,4-dinitrophenyl 2-naphthyl 4 78 2
C6H3(N02)20Co10H7

p-Nitrophenyl phosphate 4 229 2
(C6H4N02)3P04

Phenol, o-benzylideneamino- 4 106 2
C6H5CH:NC6H4OH

p-Quinone,2,3,5-trichloro-6-phenyl 4 121 2
O:C6(C6H5)C13:O






Table 2.--{Comnined)


Ccr.cen-
ComI tra~or. er Borers Average
C omr _n ira-'ion ::er
Gallons used m-ortality
100gallons

Pounds Nrr-ber Percent

-ToluenesJIfonic acid, o-cyclohexyl-4,6 4 223 2
=iniro' enyl es:er
CH3CSH.SO3C6H2 NO))29iC6H' )

r-ToCuic accd, 2-(2,2-diniTrc:-.enox-)- 4 14 2
CH3C H3(CC'CH)OCC6H3(NC>2)2

-Torluenesulfonic acid, 2,4-dinitropherv.L eser- 2 233 2
CH3C6H4SO3C6H(N-O2)2

...-e, N-sec-utyl-2,4-dinitro- 4 209 1
(N02)2C6H3NHCH( C2H5)CH3

Benrzoic acid, isopropylider.envdrazide 4 72 1
C6H5CONHN:C(CH3)2

Benzoic acid :.-nitro-, cyclohexy-lide-.ehydrazide 4 167 1
NO2C6H4CONHTN:C(CH2) 4CH2

Ether, 2-bibhenylyl 2,4-dinitrophenvl 4 127 1
C6H5CcH40C6H3(NO2)2

Hydroquinone, 2,5-di-tert-butyl- 4 87 1
C6H29(OH)9 C(CH3) 2

Per.no, --buty'.an-..r.o- 4 147 1
HOC6H4NHC 4H

Phr..nol, o-(:-ch-orobenzylider7earaino)- 4 127 1
CICHCH:NC H4OH

_-Touene-eulfonic ac:d, 4,6-dinitro-o-iolyl ester 2 20C 1
CH C 6H4SO3C6H2(CH3)(NO2)2






Table 2.--(Contnued)


CcIr -:

P --- i a l o s e c. ..
P~ns _<2Fo: ,.D-/_-2



Et'her, 4-:ert-buzvl-2-c' -orozhe; l 4 11 .....
2,-4-dinitro:r he ".v
C6H3( N02)20C6H3CIC(CH -)3

Phenol, 4-c h''ro-2,6-dimro- 2 .5 .
C1C6H2(N09-2)2(OH)

Benzoic acid, -:'- al --e--:K'.Kr v::ene- 4 2
hvdraz-de
N02C6H4CONHN:C(CH3)C2H5

Ether, 2,4-di.irc .-l -na-.nv
C6H3(N02)20C1-,.H7

Ether, 2,4-dinitroh er;.-2 p-:olyl 4 76 .3
C6H3(N02)20C6H4CH3

Phenol, c-( o-chlorobenz-.lidenea-.- :- 44 .8
C 1C6H4CH:NC5H4OH

BenzYlamine) N-(2,4-dinitrc heu.--1.)- 4 o- 7
C6H5CH2NHC6H3(N02)2


Glycine, N-(2,4-diitr : .ee.'.)- 4 154 7
(N02)2C6H3NHCH2COOH

1, 5-N a',h-ha'.e ed- e -3 ..: o
C ,-H6 (OH)2

Phe:.,- (amisvder. ear:-. _: ) 4 3.
CH3QC H4CH.NC6H4OH

Phe..o, p-(2,4-dinitroaniino)- 4 "-
(N02)2C6H3NHC6H:OH





-10-


Table 2.--(Continued)


Concen- Borers Average
Compound tration per used mortality
100 gallons
Pounds Number Percent

Benzoic acid, p-nitrobutylidenehydrazide 4 192 0.6
NO2C6H4CONHN:CHCH2CH2CH3

Ethanol, 2-(2,4-dinitrophenoxy)- 4 125 .6
(N02)2 C6H3OC2H4OH

Ether, 2,4-dinitrophenyl rn-nitrophenyl 4 90 .6
C6H3(N02)20C6H4N02

Naphthalene, 1,5-bis(2,4-dinitrophenoxy)- 4 155 .6
/_NO2)2C6HO/2C 10H6

Phenol, o-(2,4-dinitroanilino)- 4 147 .6
OHC6H4NHC6H3(N02)2

Acetanilide, alpha, alpha, alpha, 4-tetrachloro- 4 138 .5
CC13CONHC6H4Cl

Benzoic acid, p-nitroisopropylidenehydrazide 4 193 .5
NO2C6H4CONHN:C(CH3)2

Dibenzylamine, N-(2,4-dinitrophenyl)- 4 174 .5
(N02)2C6H3N(CH2C6H5)2

Benzoic acid, p-nitro-, hydrazide 4 244 .4
NO2C6H4CONHNH2

Benzoic acid, p-nitro-piperonylidenehydrazide 4 189 .4
NO2C6H4CONHN:CHC6H3:02CH2

Sulfide, bis(2,4-dinitrophenyl) 4 248 .4
/C( H3(NO2)j2S




- 11 -


Table 2. --(Continued)


SConcen- Ir
Concen- Borers Average
Compound tration per used mortality
-used mortality
100 gallons

Pounds Number Percent

Acetanilide, alpha, alpha, 4-trichloro- 4 150 0
CHC12CONHC6H4C1

m-Acetotoluidide, alpha, alpha, alpha-trichloro- 4 136 0
alpha3, alpha3, alpha3-trifluoro-
CCl3CONHC6H4CF3

Aniline, N-sec-butyl-2,4-dinitro- 4 134 0
(N02)2C6H3NHCH(C2H5)CH3

Benzamide, N-(2-hydroxyethyl)-p-nitro- 4 143
NO2C6H4CONHCH2CH2OH

Benzoic acid, p-nitrobenzylidentli ,, :ide 4 213 0
NO2C6H4CONHN:CHC6H5

Benzoic acid, p-nitro-propylidenehydrazide 4 180 0
NO2C6H4CONHN:CHCH2CH3

o-Cresol,alpha-(o-hydroxyphenylimino)- 4 147 0
OHC6H4CH:NC6H4OH

Cyclohexylamine, N-(2,4-dinitrophenyl)- 4 118 0
C6HI 1NHC6H3(N02)2

Ethanol, 2-(2,4-dinitroanilino)- 4 122 0
(N02)2C6H3NHCH2CH2OH

Ether, 4-biphenylyl 2,4-dinitrophenyl 4 130 0
C6H5C6H4OC6H3(N02)2

Ether, 2-bromo-4-tert-butylphenyl 4 100 0
2,4-dinitrophenyl
(NO2)2C6H30C6H3(Br)C(CH3)3





JUNI VERSITY OF FLORIDA

S1 2 09239 6422 I II I I
3 1262 09239 6422


Table 2. --(Continued)


Compound


Concen-
tration per Borers Average
100 gallons used mortality


Pounds


Number Percent


Ether, p-bromophenyl 2,4-dinitrophenyl
C6H3(N02)2OC6H4Br

Ether, 2,4-dinitrophenyl p-nitrophenyl
C6H3(NO2)2OC6H4N02


-12-


J