940-36-3

Basic information

• Product Name: N-(4-Chlorophenyl)carbamic acid methyl ester
• Synonyms: (4-Chlorophenyl)carbamic acid methyl ester;4-Chlorophenylcarbamic acid methyl ester;N-(4-Chlorophenyl)carbamic acid methyl ester;p-Chlorocarbanilic acid methyl ester;methyl N-(4-chlorophenyl)carbamate
• CAS NO: 940-36-3
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• Mol File: 940-36-3.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 220.9°C at 760 mmHg
• Flash Point: 87.4°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 0.111mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: N-(4-Chlorophenyl)carbamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Chlorophenyl)carbamic acid methyl ester(940-36-3)
• EPA Substance Registry System: N-(4-Chlorophenyl)carbamic acid methyl ester(940-36-3)

Safety Data

• Hazardous Substances Data: 940-36-3(Hazardous Substances Data)

Usage

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

Upstream product

• 67-56-1 methanol 
• 104-12-1 p-chlorphenylisocyanate 
• 106-47-8 4-chloro-aniline 
• 79-22-1 methyl chloroformate 
• 122-01-0 4-chloro-benzoyl chloride 
• 110-91-8 morpholine 
• 30645-78-4 3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione 
• 2877-13-6 N-(4-chlorophenyl)-2,2,2,-trichloroacetamide 
• 201230-82-2 carbon monoxide 
• 124-41-4 sodium methylate 
• 100-00-5 4-chlorobenzonitrile 
• 619-56-7 4-chlorobenzamide 
• 616-38-6 carbonic acid dimethyl ester 
• 160852-85-7 2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate 

Downstream Products

• 5006-92-8 1-(p-Chlor-phenyl)-3-n-octyl-harnstoff 
• 932-96-7 N-methyl(p-chloroaniline) 
• 60561-39-9 p-Chlorphenyl-N-methyl-carbamidsaeure-methylester 
• 52625-27-1 N-(4-chlorophenyl)morpholine-4-carboxamide 
• 7017-09-6 N-(4-chloro-phenyl)-3-methyl-butyramide 
• 2759-54-8 N-(4-chlorophenyl)propionamide 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 104-12-1 p-chlorphenylisocyanate 
• 106-47-8 4-chloro-aniline 
• 39073-68-2 Chloromethyl-(4-chloro-phenyl)-carbamic acid methyl ester 

Relevant articles and documents

Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates

A new approach for the preparation of carbamatesviathe copper-catalyzed cross-coupling reaction of amines with alkoxycarbonyl radicals generated from carbazates is described. This environmentally friendly protocol takes place under mild conditions and is compatible with a wide range of amines, including aromatic/aliphatic and primary/secondary substrates.

N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2

We have successfully isolated and characterized the zinc carbamate complex (phen)Zn(OAc)(OC(=O)NHPh) (1; phen=1,10-phenanthroline), formed as an intermediate during the Zn(OAc)2/phen-catalyzed synthesis of organic carbamates from CO2, amines, and the reusable reactant Si(OMe)4. Density functional theory calculations revealed that the direct reaction of 1 with Si(OMe)4 proceeds via a five-coordinate silicon intermediate, forming organic carbamates. Based on these results, the catalytic system was improved by using Si(OMe)4 as the reaction solvent and additives like KOMe and KF, which promote the formation of the five-coordinated silicon species. This sustainable and effective method can be used to synthesize various N-aryl and N-alkyl carbamates, including industrially important polyurethane raw materials, starting from CO2 under atmospheric pressure.

Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline by-products.