3942-54-9

Basic information

• Product Name: CPMC
• Synonyms: 2-chlorophenylmethylcarbamate;2-chlorophenyl-n-methylcarbamate;carbamicacid,methyl-,2-chlorophenylester;hopcide;hoppside;methyl-carbamicaci2-chlorophenylester;methyl-carbamicacio-chlorophenylester;N-methyl-2-chlorophenylcarbamicacidester
• CAS NO: 3942-54-9
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• EINECS: 223-524-3
• Mol File: 3942-54-9.mol

Chemical Properties

• Boiling Point: 253.8°Cat760mmHg
• Flash Point: 107.3°C
• Appearance: /
• Density: 1.2797 (rough estimate)
• Vapor Pressure: 0.0179mmHg at 25°C
• Refractive Index: 1.5560 (estimate)
• CAS DataBase Reference: CPMC(CAS DataBase Reference)
• NIST Chemistry Reference: CPMC(3942-54-9)
• EPA Substance Registry System: CPMC(3942-54-9)

Safety Data

• Hazardous Substances Data: 3942-54-9(Hazardous Substances Data)

Usage

Safety Profile

A poison by ingestion and possibly other routes. An insecticide. See also CARBAMATES. When heated to decomposition it emits very toxic fumes of Cland NOx.

InChI:InChI=1/C8H8ClNO2/c1-10-8(11)12-7-5-3-2-4-6(7)9/h2-5H,1H3,(H,10,11)

Upstream product

• 95-57-8 2-monochlorophenol 
• 30379-59-0 benzyl N-methylcarbamate 
• 25070-81-9 allyl N-methylcarbamate 
• 10047-90-2 isopropyl N-methylcarbamate 
• 6642-30-4 methyl N-methylcarbamate 
• 624-83-9 methyl isocyanate 

Downstream Products

• 6988-21-2 dioxacarb 
• 39074-28-7 Chloromethyl-methyl-carbamic acid 2-chloro-phenyl ester 

Relevant articles and documents

Transesterification of alkyl carbamate to aryl carbamate : Effect of varying the alkyl group

Phosphorus oxychloride mediated transesterification of four alkyl N-methylcarbamates to several aryl N-methylcarbamates has been studied. Best yields are obtained from benzyl N-methylcarbamate.

Contra-thermodynamic trans-esteripication of carbamates by counter-attack strategy: A viable non-phosgene, non-mic route to carbamate pesticides

Treatment of methyl N-methylcarbaaate (1, R= Me) with phosphorus oxychloride and 1-naphthol results in the formation of the transesterified product, 1-naphthyl N-methylcarbamate (2, Ar=1-naphthy 1) in good yield. Similarly, ethyl N-methylthiocarbamate (5) is converted to 1-naphthyl N-methylcarbamate (2, Ar= 1-naphthyl) on treatment with phosphorus oxychloride and 1-naphthol. The mechanism of these interesting and industrially important transformations is discussed.

Pyrazole oxime derivatives and compositions

A pyrazole oxime derivative represented by the general formula (I) which is useful as an insecticide and fungicide, STR1 wherein the structural elements are defined in the specification, and the method of controlling said pests. The compounds represented by the general formula (I) can be synthesized by the methods disclosed in the specification.

Process for O-acylating phenol derivatives and acylating compositions for this purpose

A process is disclosed for preparing a carbamic acid phenyl ester of the formula (I) STR1 wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, or aralkyl having 7 to 16 carbon atoms, wherein the aryl, cycloalkyl or aralkyl is unsubstituted or substituted by at least one alkyl group having 1 to 8 carbon atoms; R1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, cyanomethyl, 1,3-dioxolan-2-yl, or carboalkoxyamino wherein the alkoxy group contains 1 to 4 carbon atoms; R2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; or R1 and R2 form together a carbocyclic ring or a heterocyclic ring fused to the phenyl ring wherein the carbocyclic ring of the heterocyclic ring is unsubstituted or substituted by at least one alkyl having 1 to 8 carbon atoms, which comprises acylating a phenol of the formula (II) STR2 with a compound of the formula (IV) STR3 in the presence of a base. The compounds obtained are valuable intermediates.