Acrylic acid

Acrylic acid (IUPAC: propenoic acid) is an organic compound with the formula CH2=CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually.

Acrylic acid
Names
IUPAC name
Acrylic acid
Preferred IUPAC name
Prop-2-enoic acid
Other names
  • Acrylic acid
  • Acroleic acid
  • Ethylenecarboxylic acid
  • Propenoic acid
  • Vinylformic acid
  • Methyleneacetic acid
Identifiers
3D model (JSmol)
635743
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.001.071
EC Number
  • 201-177-9
1817
KEGG
PubChem CID
RTECS number
  • AS4375000
UNII
  • InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) Y
    Key: NIXOWILDQLNWCW-UHFFFAOYSA-N Y
  • InChI=1/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
    Key: NIXOWILDQLNWCW-UHFFFAOYAJ
SMILES
  • O=C(O)C=C
  • C=CC(=O)O
Properties
C3H4O2
Molar mass 72.063 g/mol
Appearance Clear, colorless liquid
Odor Acrid
Density 1.051 g/mL
Melting point 14 °C (57 °F; 287 K)
Boiling point 141 °C (286 °F; 414 K)
Miscible
log P 0.28
Vapor pressure 3 mmHg
Acidity (pKa) 4.25 (H2O)
Viscosity 1.3 cP at 20 °C (68 °F)
Hazards
GHS labelling:
Danger
H226, H302, H312, H314, H332, H400
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P370+P378, P391, P403+P235, P405, P501
NFPA 704 (fire diamond)
3
2
2
Flash point 68 °C (154 °F; 341 K)
429 °C (804 °F; 702 K)
Explosive limits 2.4–8.02%
NIOSH (US health exposure limits):
PEL (Permissible)
None
REL (Recommended)
TWA 2 ppm (6 mg/m3) [skin]
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) MSDS
Related compounds
Other anions
acrylate
acetic acid
propionic acid
lactic acid
3-hydroxypropionic acid
malonic acid
butyric acid
crotonic acid
Related compounds
allyl alcohol
propionaldehyde
acrolein
methyl acrylate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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