Acrylonitrile

Acrylonitrile
Names
Preferred IUPAC name
Prop-2-enenitrile
Other names
Acrylonitrile
2-Propenenitrile
Cyanoethene
Vinyl cyanide (VCN)
Cyanoethylene[1]
Propenenitrile[1]
Vinyl nitrile
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.152 Edit this at Wikidata
EC Number
  • 608-003-00-4
KEGG
RTECS number
  • AT5250000
UNII
UN number 1093
  • InChI=1S/C3H3N/c1-2-3-4/h2H,1H2 checkY
    Key: NLHHRLWOUZZQLW-UHFFFAOYSA-N checkY
  • 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[2]
Vapor pressure 83 mmHg[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 flammable
reactive
toxic
potential occupational carcinogen[1]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
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)[3]
260 ppm (rabbit, 4 h)
575 ppm (guinea pig, 4 h)
636 ppm (rat, 4 h)
452 ppm (human, 1 h)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 2 ppm C 10 ppm [15-minute] [skin][1]
REL (Recommended)
 Ca TWA 1 ppm C 10 ppm [15-minute] [skin][1]
IDLH (Immediate danger)
 85 ppm[1]
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).
checkY verify (what is checkY☒N ?)

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.[4] 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.[5]

Acrylonitrile is one of the components of ABS plastic (acrylonitrile butadiene styrene).[6]

  1. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0014". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Acrylonitrile_msds".
  3. ^ a b "Acrylonitrile". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ "Medical Management Guidelines for Acrylonitrile". Agency for Toxic Substances & Disease Registry. Retrieved 2020-06-10.
  5. ^ Cite error: The named reference ullmann was invoked but never defined (see the help page).
  6. ^ Campo, E. Alfredo (2008-01-01), Campo, E. Alfredo (ed.), "1 - Polymeric Materials and Properties", Selection of Polymeric Materials, Plastics Design Library, Norwich, NY: William Andrew Publishing, pp. 1–39, doi:10.1016/b978-081551551-7.50003-6, ISBN 978-0-8155-1551-7, retrieved 2023-11-20