59325-17-6

Basic information

• Product Name: N-Methyl-N-benzylcarbamic acid ethyl ester
• Synonyms: Benzyl(methyl)carbamic acid ethyl ester;Methyl(phenylmethyl)carbamic acid ethyl ester;Methylbenzylcarbamic acid ethyl ester;N-(α-Phenylethyl)urethane;N-Methyl-N-benzylcarbamic acid ethyl ester
• CAS NO: 59325-17-6
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• Mol File: 59325-17-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 281.1°C at 760 mmHg
• Flash Point: 123.8°C
• Appearance: /
• Density: 1.058g/cm³
• Vapor Pressure: 0.00363mmHg at 25°C
• Refractive Index: 1.516
• PKA: -1.31±0.70(Predicted)
• CAS DataBase Reference: N-Methyl-N-benzylcarbamic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-N-benzylcarbamic acid ethyl ester(59325-17-6)
• EPA Substance Registry System: N-Methyl-N-benzylcarbamic acid ethyl ester(59325-17-6)

Safety Data

• Hazardous Substances Data: 59325-17-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO2/c1-3-14-11(13)12(2)9-10-7-5-4-6-8-10/h4-8H,3,9H2,1-2H3

Upstream product

• 105-40-8 Ethyl N-methylcarbamate 
• 100-44-7 benzyl chloride 
• 2621-78-5 ethyl N-benzylcarbamate 
• 74-88-4 methyl iodide 
• 63436-79-3 carbonic acid ethyl ester-isopropenyl ester 
• 103-67-3 benzyl-methyl-amine 
• 75-00-3 chloroethane 
• 124-38-9 carbon dioxide 
• 74877-64-8 ethyl α-methoxyvinyl carbonate 
• 75-03-6 ethyl iodide 
• 17351-61-0 tetraethylammonium bicarbonate 
• 105-58-8 Diethyl carbonate 
• 541-41-3 chloroformic acid ethyl ester 
• 100-61-8 N-methylaniline 

Downstream Products

• 14288-21-2 N,N’-dibenzyl-N,N’-dimethyloxalamide 
• 15836-66-5 2-methyl-3-phenyl-2,3-dihydro-1H-isoindol-1-one 
• 34713-20-7 3-(4-chlorophenyl)-2-methylisoindolin-1-one 
• 26597-63-7 3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one 
• 42156-70-7 3-(4-(dimethylamino)phenyl)-3-hydroxy-2-methylisoindolin-1-one 
• 153397-52-5 3-hydroxy-3-(4-methoxyphenyl)-2-methylisoindolin-1-one 
• 730-70-1 3-(4-chlorophenyl)-3-hydroxy-2-methylisoindolin-1-one 

Relevant articles and documents

Chemoselective synthesis of carbamates using CO2 as carbon source

Synthesis of carbamates directly from amines using CO2 as the carbon source is a straightforward and sustainable approach. Herein, we describe a highly effective and chemoselective methodology for the synthesis of carbamates at room temperature and atmosp

Electrochemically promoted C-N bond formation from amines and CO 2 in ionic liquid BMIm-BF4: Synthesis of carbamates

A new electrochemical procedure for the synthesis of organic carbamates from amines and carbon dioxide has been developed using selective cathodic reduction of carbon dioxide in CO2-saturated room-temperature ionic liquid BMIm-BF4 solutions containing amines 1a-j, followed by addition of EtI as an alkylating agent. The synthesis was carried out under mild (PCO2 = 1.0 atm, t = 55 °C) and safe conditions, and the use of volatile and toxic solvents and catalysts (according to the growing demand for ecofriendly synthetic methodologies), as well as of any supporting electrolyte (for a very easy workup of the reaction mixture), was avoided. Carbamates 2a-j were isolated in good to high yields.

Catalytic activity of MCM-41-TBD in the selective preparation of carbamates and unsymmetrical alkyl carbonates from diethyl carbonate

The synthesis of carbamates 3 and unsymmetrical alkyl carbonates 5 by reaction of diethyl carbonate with aliphatic amines or alcohols has been realized by using as heterogeneous catalyst a hybrid organic-inorganic material prepared by anchoring TBD to MCM-41 silica. Products are obtained in high yield and very good selectivity and the solid catalyst can be recovered simply by filtration and reused for different cycles without apparent lowering of activity. A supported N -carbethoxyguanidinium active intermediate is proposed, and some spectroscopic data are shown to support the mechanistic hypothesis.