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.
Names | |
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IUPAC name
Acrylic acid | |
Preferred IUPAC name
Prop-2-enoic acid | |
Other names
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Identifiers | |
3D model (JSmol) |
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635743 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.001.071 |
EC Number |
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1817 | |
KEGG | |
PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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SMILES
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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 |
Related carboxylic acids |
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).
Infobox references |
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