2150-89-2

Basic information

• Product Name: N-(3-CHLOROPHENYL)URETHANE
• Synonyms: Carbanilic acid, m-chloro-, ethyl ester;Ethyl 3-chlorophenylcarbamate;LABOTEST-BB LT00454201;N-(3-CHLOROPHENYL)URETHANE;Ethyl 3-chlorocarbanilate~Ethyl N-(3-chlorophenyl) carbamate;3-Chlorophenylcarbamic acid ethyl ester;N-(3-Chlorophenyl)carbamic acid ethyl ester;ethyl N-(3-chlorophenyl)carbamate
• CAS NO: 2150-89-2
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.63
• Mol File: 2150-89-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 239℃
• Flash Point: 98℃
• Appearance: /
• Density: 1.268
• Vapor Pressure: 0.0424mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(3-CHLOROPHENYL)URETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-CHLOROPHENYL)URETHANE(2150-89-2)
• EPA Substance Registry System: N-(3-CHLOROPHENYL)URETHANE(2150-89-2)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 2150-89-2(Hazardous Substances Data)

Usage

General Description

N-(3-chlorophenyl)urethane is a chemical compound with the chemical formula C8H8ClNO2. It is a urethane derivative with a chlorine-substituted phenyl group attached to the nitrogen atom of the urethane functional group. N-(3-chlorophenyl)urethane has been used in research studies as a reactive intermediate for the synthesis of pharmaceutical compounds and in the development of new materials. It has also been investigated for its potential use as a pesticide. However, its toxicity and environmental impact need to be carefully considered before its widespread application. N-(3-CHLOROPHENYL)URETHANE should be handled and stored according to proper safety protocols to minimize the risk of exposure.

InChI:InChI=1/C9H10ClNO2/c1-2-13-9(12)11-8-5-3-4-7(10)6-8/h3-6H,2H2,1H3,(H,11,12)

Upstream product

• 64-17-5 ethanol 
• 2909-38-8 m-chlorophenyl isocyanate 
• 124-38-9 carbon dioxide 
• 75-03-6 ethyl iodide 
• 108-42-9 3-chloro-aniline 
• 105-58-8 Diethyl carbonate 
• 541-41-3 chloroformic acid ethyl ester 
• 50625-49-5 m-Chlorobenzoyl azide 

Downstream Products

• 42902-30-7 3-(3-chlorophenyl)-5-(hydroxymethyl)oxazolidin-2-one 
• 100191-29-5 3-chloro-2,4-dinitroaniline 
• 10250-71-2 3-chloro-2,6-dinitro-aniline 
• 3013-86-3 5-chloro-2,4-dinitroaniline 
• 7072-80-2 5-methoxy-2,4-dinitroaniline 
• 4899-39-2 3-chloro-2,4,6-trinitrobenzenamine 
• 13208-31-6 N_.N'-Di-(m-chlor-phenyl)-harnstoff 
• 35600-72-7 Chloromethyl-(3-chloro-phenyl)-carbamic acid ethyl ester 

Relevant articles and documents

Synthesis and antibacterial activity of isothiazolyl oxazolidinones and analogous 3(2H)-isothiazolones

The synthesis and antibacterial activity of several new 5-((3-oxoisothiazol-2(3H)-yl)methyl)-3-phenyloxazolidin-2-ones 8 and analogous 2-(4-substituted phenyl)-3(2H)-isothiazolones 3 and 4 substituted at 4 and/or 3-positions of the phenyl moiety with different groups of which some have shown to increase the antibacterial activity of both 3-aryl-2-oxazolidinones and 3(2H)-isothiazolones is described. The most active compounds were isothiazolyl oxazolidinones 8a,j with unsubstituted and 8b with 4-F substituted phenyl rings which showed activities higher than analogous 3(2H)-isothiazolones and comparable or superior to linezolid, vancomycin, and ciprofloxacin against some tested microorganisms. The change in position of F and/or the use of larger substituents gave compounds with reduced or no activity. Evaluation of cytotoxicity to mouse fibroblast (NIH/3T3) cells indicated that these compounds exhibit antibacterial activity at non-cytotoxic concentrations.

Cyanomethyl anion/carbon dioxide system: An electrogenerated carboxylating reagent. Synthesis of carbamates under mild and safe conditions

A new carboxylating reagent (-CH2CN/CO2) was obtained by bubbling CO2 in a CH3CN-TEAP (tetraethylammonium perchlorate) solution previously electrolyzed under galvanostatic control. Organic carbamates were isolated from these solutions after addition of amines and an alkylating agent. In this paper, we describe the optimized conditions for the electrochemical synthesis of carbamates from amines and CO2, in mild and safe conditions, without any addition of bases, probases, or catalysts. Carbamates were isolated from primary and secondary aliphatic amines in high to excellent yields and from aromatic amines in moderate yields (dependent on the nucleophilicity of the nitrogen atom).

The reaction of amines with an electrogenerated base. Improved synthesis of arylcarbamic esters

The electrogenerated base of 2-pyrrolidone reacts with amines and anilines yielding the corresponding alkyl and aryl carbamates, after addition of carbon dioxide and ethyl iodide. Arylcarbamic esters are obtained in very good yields under mild reaction conditions with respect to the methods so far reported. (C) 2000 Elsevier Science Ltd.