20642-93-7

Basic information

• Product Name: N-(2,6-Dimethylphenyl)carbamic acid methyl ester
• Synonyms: N-(2,6-Dimethylphenyl)carbamic acid methyl ester;METHYL N-(2,6-XYLYL)CARBAMATE;methyl (2,6-dimethylphenyl)carbamate
• CAS NO: 20642-93-7
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 20642-93-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 217.3°C at 760 mmHg
• Flash Point: 85.2°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 0.134mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: N-(2,6-Dimethylphenyl)carbamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,6-Dimethylphenyl)carbamic acid methyl ester(20642-93-7)
• EPA Substance Registry System: N-(2,6-Dimethylphenyl)carbamic acid methyl ester(20642-93-7)

Safety Data

• Hazardous Substances Data: 20642-93-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO2/c1-7-5-4-6-8(2)9(7)11-10(12)13-3/h4-6H,1-3H3,(H,11,12)

Upstream product

• 67-56-1 methanol 
• 55321-98-7 2,6-dimethylbenzamide 
• 616-38-6 carbonic acid dimethyl ester 
• 87-62-7 2,6-dimethylaniline 
• 28556-81-2 2,6-dimethylphenylisocyanate 
• 160852-85-7 2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate 
• 79-22-1 methyl chloroformate 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates

An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.

L-Proline-TBAB-catalyzed phosgene free synthesis of methyl carbamates from amines and dimethyl carbonate

The reaction of amines and dimethyl carbonate (DMC) in the presence of catalytic amounts of l-proline and tetrabutylammonium bromide (TBAB) afforded methyl carbamates in good to excellent yields under mild conditions. The presence of both l-proline and TBAB co-catalysts is vital for this transformation.

Selective N,N-dimethylation of primary aromatic amines with methyl alkyl carbonates in the presence of phosphonium salts

In the presence of onium salts, at 140-170 °C. methyl alkyl carbonates [1a-c, ROCO2Me, R = MeO(CH2)2[O(CH 2)2]n; n = 2-0, respectively] react with primary aromatic amines (XC6H4NH2, X = p-OMe, p-Me, H, p-Cl, p-CO2Me, o-Et, and 2,3-Me2C 6H3NH2) to yield the corresponding N,N-dimethyl derivatives (ArNMe2) with high selectivity (up to 96%) and good isolated yields (78-95%). Phosphonium salts (e.g., Ph3PEtI and n-Bu4PBr) are particularly efficient catalysts. Overall, a solvent-free reaction is coupled with safe methylating agents (1a-c) made from nontoxic dimethyl carbonate.