Topic summary

Acrolein

Acrolein
Names Preferred IUPAC name
Prop-2-enal
Other names
Acraldehyde
Acrylic aldehyde
Allyl aldehyde
Ethylene aldehyde
Acrylaldehyde
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.003.141EC Number
  • 203-453-4
KEGGRTECS number
  • AS1050000
UNIIUN number1092
  • InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2
    Key: HGINCPLSRVDWNT-UHFFFAOYSA-N
  • InChI=1/C3H4O/c1-2-3-4/h2-3H,1H2
    Key: HGINCPLSRVDWNT-UHFFFAOYAQ
  • O=CC=C
  • C=CC=O
Properties C3H4OMolar mass56.064 g·mol Appearance Colorless to yellow liquid. Colorless gas in smoke. OdorAcrid, Foul, Irritating Density0.839 g/mL Melting point−88 °C (−126 °F; 185 K) Boiling point53 °C (127 °F; 326 K) Appreciable (> 10%) Vapor pressure210 mmHg Hazards Occupational safety and health (OHS/OSH):
Main hazards
Highly poisonous. Causes severe irritation to exposed membranes. Extremely flammable liquid and vapor. GHS labelling: DangerH225, H300, H311, H314, H330, H410P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P273, P280, P284, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P330, P361, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501NFPA 704 (fire diamond) Flash point−26 °C (−15 °F; 247 K) 278 °C (532 °F; 551 K) Explosive limits2.8–31% Lethal dose or concentration (LD, LC): 875 ppm (mouse, 1 min)
175 ppm (mouse, 10 min)
150 ppm (dog, 30 min)
8 ppm (rat, 4 hr)
375 ppm (rat, 10 min)
25.4 ppm (hamster, 4 hr)
131 ppm (rat, 30 min) 674 ppm (cat, 2 hr) NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.1 ppm (0.25 mg/m)
REL (Recommended)
TWA 0.1 ppm (0.25 mg/m) ST 0.3 ppm (0.8 mg/m)
IDLH (Immediate danger)
2 ppm Safety data sheet (SDS) Sigma-Aldrich SDSRelated compounds
Related alkenals
Crotonaldehyde

cis-3-Hexenal
(E,E)-2,4-Decadienal

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Acrolein (systematic name: propenal) is the simplest unsaturated aldehyde. It is a colorless liquid with a foul and acrid aroma. The smell of burnt fat (as when cooking oil is heated to its smoke point) is caused by glycerol in the burning fat breaking down into acrolein. It is produced industrially from propylene and mainly used as a biocide and a building block to other chemical compounds, such as the amino acidmethionine.