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41198-08-7

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41198-08-7 Usage

Description

Profenofos is a pale yellow liquid with a garlic-like odor, used as a broad-spectrum organophosphorous pesticide. It has limited solubility in water but is completely soluble in organic solvents such as ethanol, acetone, toluene, n-octanol, and n-hexane. Profenofos is relatively stable under neutral and slightly acidic conditions but unstable under alkaline conditions.

Uses

Used in Agricultural Industry:
Profenofos is used as an insecticide and acaricide for controlling insects (particularly caterpillars and Lepidoptera eggs) and mites on various crops such as cotton, maize, sugar beet, soybean, potatoes, vegetables, tobacco, and other crops. It is a U.S. EPA restricted Use Pesticide (RUP) used solely on cotton to control pests like tobacco budworm, cotton aphid, bollworm, armyworm, fleahopper, and whiteflies. It is not registered for residential use and not approved for use in EU countries.

Air & Water Reactions

Hydrolyzed under alkaline conditions.

Reactivity Profile

Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Trade name

CGA-15324?; CURACRON?; POLYCRON?; SELECRON?

Carcinogenicity

In a 2 year carcinogenicity study mice were given diets containing 0, 1, 30, or 100 ppm profenofos (equivalent to 0, 0.15, 4.5, or 15 mg/kg/day) for 85 weeks (males) or 97 weeks (females) . No treatment related clinical signs were observed. No treatment-related gross or microscopic lesions, tumors, or biologically significant differences in body weight or food consumption were observed between controls and profenofos-treated animals. Plasma and erythrocyte cholinesterase inhibition occurred at dose levels of 4.5 and 15 mg/kg/day. In another carcinogenicity study, rats were fed diets containing 0, 0.3, 10, or 100 ppm profenofos (equivalent to 0, 0.015, 0.5, or 5 mg/kg/day) for 2 years, and there was no increase in tumor incidence in any treated group compared to the control group .

Environmental Fate

Plant. Dislodgable residues of profenofos on cotton leaf 0, 24, 48, 72 and 96 hours after application (1.1 kg/ha) were 3.5, 1.1, 0.74, 0.51 and 0.35 μg/m2, respectively (Buck et al., 1980)Photolytic. When profenofos in an aqueous buffer solution (pH 7.0) was exposed to filtered UV light (λ >290 nm) for 24 hours at 25 and 50°C, 29 and 61% respectively decomposed to 4-bromo-2-chlorophenol and 4-bromo-2-chlorophenyl ethyl hydrogen phChemical/Physical. Emits toxic fumes of bromine, chlorine phosphorus and sulfur oxides when heated to decomposition (Sax and Lewis, 1987).

Metabolic pathway

The metabolic transformations of profenofos in plants and animals are similar and occur via hydrolysis to 4-bromo-2-chlorophenol which is then conjugated.

Metabolism

Profenofos orally administered to rats is rapidly excreted, mainly in the urine. The principal degradation route is hydrolysis to 4-bromo-2-chlorophenol followed by conjugation. DT50 in soil is about 1 week.

Toxicity evaluation

The acute oral LD50 for rats is 358 mg/kg. Inhalation LC50 (4 h) for rats is about 3 mg/L air. NOEL (2 yr) for rats is 0.3 mg/kg diet (0.015 mg/kg/d). ADI is 0.01 mg/kg b.w.

Degradation

Profenofos is stable under neutral and slightly acid conditions but it is hydrolysed in alkaline solution. The DT50 values at pH 5, 7 and 9 (20°C) were 93 days, 14.6 days and 5.7 hours, respectively (PM).

Check Digit Verification of cas no

The CAS Registry Mumber 41198-08-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,1,9 and 8 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 41198-08:
(7*4)+(6*1)+(5*1)+(4*9)+(3*8)+(2*0)+(1*8)=107
107 % 10 = 7
So 41198-08-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H15BrClO3PS/c1-3-7-18-17(14,15-4-2)16-11-6-5-9(12)8-10(11)13/h5-6,8H,3-4,7H2,1-2H3

41198-08-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name profenofos

1.2 Other means of identification

Product number -
Other names TaMbo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Insecticide
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:41198-08-7 SDS

41198-08-7Synthetic route

Profenofos
41198-08-7

Profenofos

A

ethyl phosphodichloridite
1498-51-7

ethyl phosphodichloridite

B

thiophosphorochloridic acid O-(4-bromo-2-chloro-phenyl) ester S-propyl ester

thiophosphorochloridic acid O-(4-bromo-2-chloro-phenyl) ester S-propyl ester

Conditions
ConditionsYield
With trichlorophosphate at 100℃; for 4h; Chlorination;A n/a
B 43.9%
ethanol
64-17-5

ethanol

Profenofos
41198-08-7

Profenofos

A

propanesulfonic acid
5284-66-2

propanesulfonic acid

B

Phosphoric acid 4-bromo-2-chloro-phenyl ester diethyl ester

Phosphoric acid 4-bromo-2-chloro-phenyl ester diethyl ester

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid
Profenofos
41198-08-7

Profenofos

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester
80705-86-8

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester

Conditions
ConditionsYield
With water; triethylamine; 3-chloro-benzenecarboperoxoic acid
Profenofos
41198-08-7

Profenofos

3-chloro-benzenecarboperoxoic acid
937-14-4

3-chloro-benzenecarboperoxoic acid

A

propanesulfonic acid
5284-66-2

propanesulfonic acid

B

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester
80705-86-8

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester

C

C11H15BrClO6PS
80705-85-7

C11H15BrClO6PS

D

C15H12BrCl2O5P
80705-87-9

C15H12BrCl2O5P

Conditions
ConditionsYield
In acetone at 25℃; for 1h; Further byproducts given;
Profenofos
41198-08-7

Profenofos

3-chloro-benzenecarboperoxoic acid
937-14-4

3-chloro-benzenecarboperoxoic acid

A

propanesulfonic acid
5284-66-2

propanesulfonic acid

B

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester
80705-86-8

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester

C

C11H15BrClO6PS
80705-85-7

C11H15BrClO6PS

D

C15H12BrCl2O5P
80705-87-9

C15H12BrCl2O5P

E

C16H16Br2Cl2O7P2
80705-88-0

C16H16Br2Cl2O7P2

Conditions
ConditionsYield
In acetone at 25℃; for 1h; Product distribution;
Profenofos
41198-08-7

Profenofos

A

propanesulfonic acid
5284-66-2

propanesulfonic acid

B

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester
80705-86-8

Phosphoric acid 4-bromo-2-chloro-phenyl ester ethyl ester

C

Propane-1-sulfonic acid sec-butyl ester

Propane-1-sulfonic acid sec-butyl ester

D

Phosphoric acid 4-bromo-2-chloro-phenyl ester sec-butyl ester ethyl ester

Phosphoric acid 4-bromo-2-chloro-phenyl ester sec-butyl ester ethyl ester

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acidA n/a
B 45 % Spectr.
C n/a
D 55 % Spectr.
Profenofos
41198-08-7

Profenofos

O-(4-bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate

O-(4-bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate

O-(4-bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate

O-(4-bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate

Conditions
ConditionsYield
at 25℃;
Profenofos
41198-08-7

Profenofos

4-bromo-2-chlorophenol
3964-56-5

4-bromo-2-chlorophenol

Conditions
ConditionsYield
With C25H32Cl3N2OV; water In chloroform-d1 for 3h; Reagent/catalyst; Time; UV-irradiation;

41198-08-7Upstream product

41198-08-7Relevant articles and documents

Macrocyclic plant acaricides

-

, (2008/06/13)

Compounds of the formula I STR1 in which either R is methyl and there is a double bond in the 9,10-position, or in which R is hydrogen and there is a single bond in the 9,10-position, are highly active against Acarina which damage plants.

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