Acrylonitrile

Acrylonitrile is an organic compound with the formula CH2CHCN and the structure H2C=CH−C≡N. It is a colorless, volatile liquid. It has a pungent odor of garlic or onions. Its molecular structure consists of a vinyl group (−CH=CH2) linked to a nitrile (−C≡N). It is an important monomer for the manufacture of useful plastics such as polyacrylonitrile. It is reactive and toxic at low doses.

Acrylonitrile
Names
Preferred IUPAC name
Prop-2-enenitrile
Other names
Acrylonitrile
2-Propenenitrile
Cyanoethene
Vinyl cyanide (VCN)
Cyanoethylene
Propenenitrile
Vinyl nitrile
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.152
EC Number
  • 608-003-00-4
KEGG
RTECS number
  • AT5250000
UNII
UN number 1093
  • InChI=1S/C3H3N/c1-2-3-4/h2H,1H2 Y
    Key: NLHHRLWOUZZQLW-UHFFFAOYSA-N Y
  • InChI=1/C3H3N/c1-2-3-4/h2H,1H2
    Key: NLHHRLWOUZZQLW-UHFFFAOYAG
  • N#CC=C
Properties
C3H3N
Molar mass 53.064 g·mol−1
Appearance Colourless liquid
Density 0.81 g/cm3
Melting point −84 °C (−119 °F; 189 K)
Boiling point 77 °C (171 °F; 350 K)
70 g/L
log P 0.19
Vapor pressure 83 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
flammable
reactive
toxic
potential occupational carcinogen
NFPA 704 (fire diamond)
4
3
2
Flash point −1 °C; 30 °F; 272 K
471 °C (880 °F; 744 K)
Explosive limits 3–17%
Lethal dose or concentration (LD, LC):
500 ppm (rat, 4 h)
313 ppm (mouse, 4 h)
425 ppm (rat, 4 h)
260 ppm (rabbit, 4 h)
575 ppm (guinea pig, 4 h)
636 ppm (rat, 4 h)
452 ppm (human, 1 h)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 2 ppm C 10 ppm [15-minute] [skin]
REL (Recommended)
Ca TWA 1 ppm C 10 ppm [15-minute] [skin]
IDLH (Immediate danger)
85 ppm
Safety data sheet (SDS) ICSC 0092
Related compounds
Related nitriles
acetonitrile
propionitrile
Related compounds
acrylic acid
acrolein
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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

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