24934-91-6 Usage
Uses
Different sources of media describe the Uses of 24934-91-6 differently. You can refer to the following data:
1. Insecticide primarily for soil applications.
2. Chlormephos is used to control soil insects such as wireworms in a
number of crops.
3. Chlormefos has agricultural applications. Useful for preparing compositions for controlling plant diseases.
General Description
Colorless liquid. Used as a soil insecticide. Not registered as a pesticide in the U.S.
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.
