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acrylonitrile

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EntityQ342968· pop 43· linked from 393 articles

acrylonitrile

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Also known as AN, Cyanoethylene, Propenenitrile, 2-Propenenitrile, VCN, Vinyl cyanide, Acritet, Acrylon

Acrylonitrile is an organic compound with the formula and the structure . It is a colorless, volatile liquid. It has a pungent odor reminiscent of garlic or onions. Its molecular structure consists of a vinyl group () linked to a nitrile (). It is an important monomer for the manufacture of useful plastics such as polyacrylonitrile. It is toxic at low doses.

OverviewAI-generated

Acrylonitrile, also known as prop-2-enenitrile, is a chemical compound with the formula C₃H₃N and a mass of 53.027. Its canonical SMILES notation is C=CC#N. The substance has a density of 0.81 and an electric dipole moment of 3.87. It possesses one hydrogen bond acceptor and no hydrogen bond donors, with a charge of 0. The xlogp value is 0.2, and the topological polar surface area is 23.8.

Physical properties include a boiling point of 171 and a melting point recorded as -83.5, -116, and -84. The vapor pressure is 83, and the flash point is 30. Acrylonitrile has a lower flammable limit of 3 and an upper flammable limit of 17. Its autoignition temperature is 481, and the ionization energy is 10.91. The solubility is listed as 7.

Safety data indicates an immediately dangerous to life or health concentration of 184.45. Exposure limits include a time-weighted average of 20, a ceiling of 21.7, and a short-term limit of 10. The median lethal dose is 946, while the minimal lethal dose is 2015. The compound is referenced by 393 other encyclopedia articles.

Synthesized by Vinony from 36 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C3H3N
Molecular weight
53.06 g/mol
IUPAC name
prop-2-enenitrile
SMILES
C=CC#N
InChIKey
NLHHRLWOUZZQLW-UHFFFAOYSA-N
XLogP
0.2
Polar surface area
23.8 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Research

4,394 papers

via PubMed

~8 min read

Encyclopedic overview

9 sections
Contents
  • Production
  • Alternative routes
  • Uses
  • Health effects
  • Use in plastic bottles
  • Incidents
  • Occurrence
  • References
  • External links

Acrylonitrile is an organic compound with the formula and the structure . It is a colorless, volatile liquid. It has a pungent odor reminiscent of garlic or onions. Its molecular structure consists of a vinyl group () linked to a nitrile (). It is an important monomer for the manufacture of useful plastics such as polyacrylonitrile. It is toxic at low doses.

Acrylonitrile is one of the components of ABS plastic (acrylonitrile butadiene styrene).

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