24934-91-6 Usage
Description
Chlormephos is a colorless liquid that is primarily used as a soil insecticide. It is effective in controlling soil insects such as wireworms in a variety of crops and has agricultural applications for preparing compositions to control plant diseases. However, it is not registered as a pesticide in the United States.
Uses
Used in Agricultural Industry:
Chlormephos is used as an insecticide for controlling soil insects such as wireworms in a number of crops. This helps protect the crops from damage caused by these pests and ensures a healthy yield.
Used in Plant Disease Control:
Chlormephos is also used in the preparation of compositions for controlling plant diseases. By managing the insect population that may carry or cause these diseases, Chlormephos contributes to the overall health and productivity of the agricultural sector.
Air & Water Reactions
Slightly soluble in water [Farm Chemicals Handbook].
Reactivity Profile
Organophosphates, such as CHLORMEPHOS, 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.
Health Hazard
(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) CHLORMEPHOS is poisonous; it may be fatal if inhaled, swallowed, or absorbed through the skin.
Fire Hazard
(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) Container may explode in heat of fire. Fire and runoff from control water may produce irritating or poisonous gases.
Metabolic pathway
Chlormephos is a soil insecticide with considerable vapour phase activity.
The main soil metabolite is ethion. The mechanism of hydrolysis of
chlormephos is mainly by the nucleophilic attack of OH- on the Smethylene
carbon to yield O,O-diethyl phosphorodithioate and in this
respect it is similar to mecarbam. This mechanism may afford ethion
when the nucleophile is O,O-diethyl phosphorodithioate. The other
mechanism of hydrolysis is by attack on phosphorus to yield O,O-diethyl
phosphorothioate and these two routes of hydrolytic degradation
apparently dominate the metabolism of the insecticide.
Metabolism
In soils, chlormephos is converted to
ethion by reaction with the hydrolytic product, O,O-diethyl
hydrogen phosphorothioate.
Toxicity evaluation
The acute oral LD50 for rats
is 7 mg/kg. NOEL (90 d) for rats is 0.39 mg/kg diet
(0.002 mg/kg/d). In rats, orally administered chlormephos
is almost completely eliminated within 24 h in the urine
as diethyl hydrogen phosphate and O,O-diethyl hydrogen
phosphorothioate.
Degradation
In strongly basic solution (0.5 M aqueous KOH), hydroxide ion attack on
chlormephos may occur on the phosphorus atom with P-C bond cleavage
to yield O,O-diethyl phosphorothioate (2) or on the S-methylene carbon
atom to give O,O-diethyl phosphorodithioate (3), both of which may react
with chlormephos to give further products. Hudson et al. (1991) showed
that both hydrolysis products 2 and 3 could react with chlormephos via
attact on the ethoxy group to yield the transethylation products O,O,Striethyl
phophorothioate (4) and O,O,S-triethyl phophoroditluoate (5)
respectively. Compound 3 could also attack the phosphorus atom of
chlormephos to yield O,O,O’,O’-tetraethyl trithiopyrophosphate (6) and
the S-methylene carbon to give ethion (7). Reaction products were identified
by GC-MS after conversion of the acidic products into their methyl
esters by reaction with diazomethane. Routes by which these products
may be formed in strongly basic solution are shown in Scheme 1.
Check Digit Verification of cas no
The CAS Registry Mumber 24934-91-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,9,3 and 4 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 24934-91:
(7*2)+(6*4)+(5*9)+(4*3)+(3*4)+(2*9)+(1*1)=126
126 % 10 = 6
So 24934-91-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H12ClO2PS2/c1-3-7-9(10,8-4-2)11-5-6/h3-5H2,1-2H3
24934-91-6Relevant articles and documents
Substituted arylazadioxacyclo alkene fungicides
-
, (2008/06/13)
The invention relates to novel substituted arylazadioxacycloalkenes, a plurality of processes for their preparation and to their use as fungicides.
CHLOROMETHYLATION OF O,O-DIETHYL PHOSPHORODITHIOIC ACID USING FORMALDEHYDE AND CHLORINATING REAGENTS
Corkins, H. G.,Storace, L.,Weinberger, D.,Osgood, E.,Lowery, S.
, p. 133 - 138 (2007/10/02)
A chloromethylation of O,O-diethyl phosphorodithioic acid (1) was effected by a two step procedure.The first step involved the preparation of the hydroxymethyl derivative by reaction of 1 with formaldehyde and hydrogen chloride to give 3.The hydroxymethyl intermediate 3 was converted to S-(chloromethyl) O,O-diethyl phosphorodithioate 2 in high yields by using PCl5 or PCl3 in combination with ZnCl2 and/or HCl catalyst.
Process for S-chloromethylation of organic dithiophospho compounds with methylene chloride
-
, (2008/06/13)
An economical process for the controlled S-chloromethylation of O-alkyl esters of dithiophospho acid compounds with methylene chloride is provided by conducting the reaction in a liquid medium comprising a large excess of methylene chloride and a substantial, reaction promoting proportion of a highly polar, miscible, organic cosolvent.
