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methacrylonitrile

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EntityQ2088171· pop 9· linked from 5 articles

methacrylonitrile

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Also known as Methylacrylonitrile, 2-Cyanopropene-1, 2-Cyano-1-propene, Isoprene cyanide, Isopropenylnitrile, α-Methylacrylonitrile, 2-Methylpropenenitrile

Methacrylonitrile (or 2-Methylprop-2-enenitrile), MeAN in short, is a chemical compound that is an unsaturated aliphatic nitrile, widely used in the preparation of homopolymers, copolymers, elastomers, and plastics and as a chemical intermediate in the preparation of acids, amides, amines, esters, and other nitriles. MeAN is also used as a replacement for acrylonitrile in the manufacture of an acrylonitrile/butadiene/styrene-like polymer. It is a clear and colorless (to slightly yellow) liquid, that has a bitter almond smell.

Chemical data

Formula
C4H5N
Molecular weight
67.09 g/mol
IUPAC name
2-methylprop-2-enenitrile
SMILES
CC(=C)C#N
InChIKey
GYCMBHHDWRMZGG-UHFFFAOYSA-N
XLogP
0.7
Polar surface area
23.8 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
67.042
Show 15 more facts
boiling point
90.3
chemical formula
C₄H₅N
NIOSH Pocket Guide ID
0395
density
0.80
melting point
-35.8
vapor pressure
71
flash point
34
solubility
3
lower flammable limit
2
upper flammable limit
6.8
time-weighted average exposure limit
3
canonical SMILES
CC(=C)C#N
Commons category
Methacrylonitrile
electric dipole moment
3.69
ionization energy
10.34
Sources (5)

via Wikidata · CC0

~9 min read

Encyclopedic overview

8 sections
Contents
  • Exposure and regulation
  • Structure and reactivity
  • Synthesis
  • Reactions
  • Metabolism
  • Toxicity in humans
  • Effects on animals
  • References

Methacrylonitrile (or 2-Methylprop-2-enenitrile), MeAN in short, is a chemical compound that is an unsaturated aliphatic nitrile, widely used in the preparation of homopolymers, copolymers, elastomers, and plastics and as a chemical intermediate in the preparation of acids, amides, amines, esters, and other nitriles. MeAN is also used as a replacement for acrylonitrile in the manufacture of an acrylonitrile/butadiene/styrene-like polymer. It is a clear and colorless (to slightly yellow) liquid, that has a bitter almond smell.

It is toxic by ingestion, inhalation, and skin absorption.

Excerpted from Wikipedia’s “methacrylonitrile” article, available under the CC BY-SA 4.0 licence.

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