2239-92-1

Basic information

• Product Name: isopropyl N-4-chlorophenylcarbamate
• Synonyms: Isopropyl p-chlorocarbanilate; 1-Methylethyl (4-chlorophenyl)carbamate; 4-Cipc; AI3-18062; BRN 2835619; H 22948; Isopropyl N-4-chlorophenylcarbamate; Isopropyl p-chlorophenylcarbamate; NSC 78937; Carbamic acid, (4-chlorophenyl)-, 1-methylethyl ester; Carbamic acid, N-(4-chlorophenyl)-, 1-methylethyl ester; Carbanilic acid, p-chloro-, isopropyl ester; propan-2-yl (4-chlorophenyl)carbamate
• CAS NO: 2239-92-1
• Molecular Formula: C₁₀H₁₂ClNO₂
• Molecular Weight: 213.6608
• EINECS: 218-804-7
• Mol File: 2239-92-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 252.5°C at 760 mmHg
• Flash Point: 106.5°C
• Density: 1.226g/cm³
• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: isopropyl N-4-chlorophenylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: isopropyl N-4-chlorophenylcarbamate(2239-92-1)
• EPA Substance Registry System: isopropyl N-4-chlorophenylcarbamate(2239-92-1)

Safety Data

• Hazardous Substances Data: 2239-92-1(Hazardous Substances Data)

Usage

General Description

Isopropyl N-4-chlorophenylcarbamate, also known as chlorphyrifos, is a chemical compound commonly used as an insecticide. It belongs to the class of carbamate pesticides and is effective in controlling a wide range of pests, including insects, mites, and nematodes. The compound works by inhibiting the activity of acetylcholinesterase, an enzyme that is essential for proper nerve function in pests. This results in the accumulation of acetylcholine at the nerve junctions, leading to paralysis and eventual death of the pests. Isopropyl N-4-chlorophenylcarbamate is used in various agricultural and residential settings to protect crops, gardens, and structures from insect damage. However, it is important to handle this chemical with caution, as it can be toxic to humans and other non-target organisms if not used according to safety guidelines.

Upstream product

• 100-42-5 styrene 
• 780-21-2 N-(4-chlorobenzylidene)aniline 
• 104-12-1 p-chlorphenylisocyanate 
• 67-63-0 isopropyl alcohol 
• 107-13-1 acrylonitrile 
• 2617-79-0 N-(4-chlorophenyl)formamide 
• 2446-83-5 di-isopropyl azodicarboxylate 
• 106-47-8 4-chloro-aniline 
• 292638-85-8 acrylic acid methyl ester 
• 100-00-5 4-chlorobenzonitrile 
• 105-64-6 diisopropyl peroxydicarbonate 
• 108-23-6 isopropyl chloroformate 
• 590-28-3 potassium cyanate 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 39073-70-6 Chloromethyl-(4-chloro-phenyl)-carbamic acid isopropyl ester 
• 109846-61-9 (4-chloro-phenyl)-μ-imido-dicarbonic acid diisopropyl ester 

Relevant articles and documents

PRODUCTION METHOD FOR AMIDATE COMPOUND

A method for producing an amidate compound represented by Formula (3), comprising reacting a urethane compound represented by Formula (1) with a carboxylate compound represented by Formula (2): (in the formulas, A, n, R1, R2, R3, R4, R5, R6, X, and a are as described in the Description).

METHOD FOR PRODUCING CARBAMATE

PROBLEM TO BE SOLVED: To provide a method for producing carbamate in which a high yield can be obtained and the amount of by-products produced can be reduced. SOLUTION: In the method, carbamate is synthesized using at least one member selected from the group consisting of amine and derivative thereof, alcohol having 3 or more carbon atoms and carbon dioxide as a raw material, cerium oxide as a catalyst, and 2-cyanopyridine as a dehydrating agent. By using an alcohol having 3 or more carbon atoms, a high yield can be obtained and the amount of by-products produced can be reduced. In addition, the pressure of carbon dioxide can be lowered and the production can be of ease. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2018,JPO&INPIT

Synthesis of aryl carbamates via copper-catalyzed coupling of aryl halides with potassium cyanate

Coupling of aryl halides with potassium cyanate takes place at 100-110 °C in alcohols under the catalysis of CuI (cuprous iodide) and 2-(2,6-dimethylphenylamino)-2-oxoacetic acid, affording the corresponding aryl carbamates with great diversity. Copyright