6135-31-5

Basic information

• Product Name: METHYL N-ETHYLCARBAMATE
• Synonyms: METHYL N-ETHYLCARBAMATE;Methyl ethylcarbamate;N-Ethylcarbamicacidmethylester;Methyl N-ethylcarbamate, 98+%;Methyl N-ethylcarboxylate
• CAS NO: 6135-31-5
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.12
• Mol File: 6135-31-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 172°C at 760 mmHg
• Flash Point: 57.8°C
• Appearance: /
• Density: 0.964g/cm³
• Vapor Pressure: 1.36mmHg at 25°C
• Refractive Index: 1.4
• CAS DataBase Reference: METHYL N-ETHYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL N-ETHYLCARBAMATE(6135-31-5)
• EPA Substance Registry System: METHYL N-ETHYLCARBAMATE(6135-31-5)

Safety Data

• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 6135-31-5(Hazardous Substances Data)

Usage

General Description

Methyl N-ethylcarbamate is a chemical compound with the molecular formula C4H9NO2. It is an ester formed from methanol and N-ethylcarbamic acid. METHYL N-ETHYLCARBAMATE is a white crystalline solid that is used as a pesticide and herbicide in agricultural applications. Methyl N-ethylcarbamate is also used as an intermediate in the production of other chemicals and pharmaceuticals. It is considered to be moderately toxic, with potential health effects including irritation of the skin, eyes, and respiratory system, as well as potential carcinogenic and mutagenic properties. Due to its potential hazards, strict handling and safety precautions should be taken when working with this chemical.

InChI:InChI=1/C4H9NO2/c1-3-5-4(6)7-2/h3H2,1-2H3,(H,5,6)

Upstream product

• 201230-82-2 carbon monoxide 
• 75-04-7 ethylamine 
• 67-56-1 methanol 
• 671-50-1 methyl aziridine-1-carboxylate 

Downstream Products

• 109-90-0 ethyl isocyanate 
• 82745-50-4 Ethyl-((E)-3-oxo-3-phenyl-propenyl)-carbamic acid methyl ester 
• 10546-23-3 ethyl-nitroso-carbamic acid methyl ester 

Relevant articles and documents

Palladium-Catalyzed Double and Single Carbonylations of β-Amino Alcohols. Selective Synthesis of Morpholine-2,3-diones and Oxazolidin-2-ones and Applications for Synthesis of α-Oxo Carboxylic Acids

Catalytic cross double carbonylation of secondary amines and alcohols proceeds in the presence of [PdCl2(MeCN)2] and CuI under carbon monoxide (80 atm) and oxygen (5 atm). Catalytic intramolecular double carbonylation of β-amino alcohols gives morpholine-2,3-diones, which are excellent protecting compounds of amino alcohols and important precursors for biologically active nitrogen compounds. In contrast, catalytic single carbonylation of β-amino alcohols under a mixture (1 : 1) of carbon monoxide and oxygen (1.0 atm) proceeds to give oxazolidin-2-ones selectively. The reaction can be explained by assuming a mechanism which includes intramolecular nucleophilic attack of the hydroxy group of (hydroxyethyl)aminocarbonyl ligands on the CO ligand of the carbamoylpalladium(II) complexes, followed by reductive elimination to give morpholine-2,3-diones. In contrast, direct nucleophilic attack of the hydroxy group to the carbamoyl group affords oxazolidin-2-ones. As a common intermediate for the double and single carbonylations, carbamoylpalladium(II) complex has been isolated by the reaction of [PdCl2(PMe3)2] with β-amino alcohol under CO. The present double carbonylation of amino alcohols provides a novel and convenient method for synthesis of α-oxo carboxylic acids. Thus, the morpholine-2,3-diones obtained undergo reaction with Grignard reagents chemoselectively at the ester positions to give 2-substituted 2-hydroxymorpholin-3-ones, which undergo acid hydrolysis to give α-oxo carboxylic acids.