2-Methyleneglutaronitrile Chemical Properties

Melting point:

−9.6 °C(lit.)

Boiling point:

254 °C(lit.)

Density 

0.976 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.456(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

CAS DataBase Reference

1572-52-7(CAS DataBase Reference)

NIST Chemistry Reference

Pentanedinitrile, 2-methylene-(1572-52-7)

EPA Substance Registry System

Pentanedinitrile, 2-methylene- (1572-52-7)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

RIDADR 

UN 3276 6.1/PG 3

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

2926907090

MSDS

• Language:English Provider:SigmaAldrich

2-Methyleneglutaronitrile Usage And Synthesis

Description

2-Methyleneglutaronitrile [1572-52-7], acrylonitrile dimer, 2,4-dicyano-1-butene, 2- methylenepentanedinitrile, NCC2H4C (=CH2) CN, is a colorless liquid slightly miscible with water, ethanol, acetone and benzene, immiscible with hexane.

Chemical Properties

Colorless liquid.Slightly soluble in water; insoluble in aliphatic andalicyclic hydrocarbons, soluble in aromatic hydro-carbons and polar organic solvents.

Uses

Vinyl monomer for polymerization and copoly-merization, intermediate in making fibers and phar-maceuticals.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 4591, 1987 DOI: 10.1016/S0040-4039(00)96573-0

Synthesis

2-Methyleneglutaronitrile is obtained by dimerization of acrylonitrile in the presence of a metal halide and a tertiary amine. Its hydrogenation yields 2-methylglutaronitrile, which in turn can be converted into 3-methylpyridine.

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