2867-48-3

Basic information

• Product Name: N-methyl-N-vinylformamide
• Synonyms: N-methyl-N-vinylformamide;N-VINYL-N-METHYLFORMAMIDE
• CAS NO: 2867-48-3
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.10448
• EINECS: 220-689-3
• Mol File: 2867-48-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 144.4°Cat760mmHg
• Flash Point: 53.7°C
• Appearance: /
• Density: 0.903g/cm³
• Vapor Pressure: 5.1mmHg at 25°C
• Refractive Index: 1.427
• PKA: 0.62±0.70(Predicted)
• CAS DataBase Reference: N-methyl-N-vinylformamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-vinylformamide(2867-48-3)
• EPA Substance Registry System: N-methyl-N-vinylformamide(2867-48-3)

Safety Data

• Hazardous Substances Data: 2867-48-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H7NO/c1-3-5(2)4-6/h3-4H,1H2,2H3

Upstream product

• 13162-05-5 n-vinylformamide 
• 74-88-4 methyl iodide 
• 77388-52-4 N-α-methoxyethyl-N-methyl-formamide 

Relevant articles and documents

N-(1-HYDROXYETHYL)CARBOXAMIDE COMPOUND AND PROCESS FOR PRODUCING SAME

The present invention relates to an N-(1-hydroxyethyl)carboxamidecompound represented by formula(1) (in the formula, RA and RB represent independently from each other a hydrogen atom or an alkyl group having 1 to 4 carbon atoms except for a case where RA and RB represent a hydrogen atom at the same time) and a method for producing the same; a method for producing an N-(1-alkoxyethyl)carboxamide compound; a method for producing an N-vinyl carboxylic acid amide compound; and a method for producing an N-vinyl carboxylic acid amide (co)polymer. An N- (1-alkoxyethyl) carboxamide compound can be obtained by reacting N-(1-hydroxyethyl)carboxamide compound with alcohol in the presence of an acid catalyst, and an N-vinyl carboxylic acid amide compound, which is a monomer of the N-vinyl carboxylic acid amide (co)polymer, can be obtained by thermally decomposing or catalytically decomposing the N-(1-alkoxyethyl)carboxamide compound.

Process for the preparation of N-vinyl-N-alkyl-carboxylic acid amides

N-Vinyl-N-alkyl-carboxylic acid amides are prepared, starting from N-ethyl-carboxylic acid amides, in a 3-stage process consisting of the following stages: (a) anodic alkoxylation of the N-ethyl-carboxylic acid amides to give N-α-alkoxyethyl-carboxylic acid amides; (b) alkylation of these N-α-alkoxyethyl-carboxylic acid amides with an alkyl halide or dialkyl sulfate in an alkaline medium to give N-α-alkoxyethyl-N-alkyl-carboxylic acid amides; and (c) splitting off of alcohol from the products of stage (b) by heating to temperatures between about 60° and about 350° C. Instead of stages (b) and (c), it is also possible to carry out the following stages after stage (a): (b1) splitting off of alcohol from the N-α-alkoxyethylcarboxylic acid amides obtained in stage (a) by heating to temperatures of about 60° to about 600° C., to give N-vinyl-carboxylic acid amides; and (c1) alkylation of these N-vinyl-carboxylic acid amides by reaction with an alkylating agent of the same type as in stage (b) in an alkaline medium. The N-vinyl-N-alkyl-carboxylic acid amides obtained by the process are valuable intermediate products, in particular for the manufacture of homopolymers and copolymers with interesting properties.