Crotonic acid
Crotonic acid ((2E)-but-2-enoic acid) is a short-chain unsaturated carboxylic acid described by the formula CH3CH=CHCO2H. The name crotonic acid was given because it was erroneously thought to be a saponification product of croton oil. It crystallizes as colorless needles from hot water. With a cis-alkene, Isocrotonic acid is an isomer of crotonic acid. Crotonic acid is soluble in water and many organic solvents. Its odor is similar to that of butyric acid.
Names | |
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Preferred IUPAC name
(2E)-But-2-enoic acid | |
Other names
(E)-But-2-enoic acid (E)-2-Butenoic acid Crotonic acid trans-2-Butenoic acid β-Methylacrylic acid 3-Methylacrylic acid | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.003.213 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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SMILES
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Properties | |
C4H6O2 | |
Molar mass | 86.090 g·mol−1 |
Density | 1.02 g/cm3 |
Melting point | 70 to 73 °C (158 to 163 °F; 343 to 346 K) |
Boiling point | 185 to 189 °C (365 to 372 °F; 458 to 462 K) |
Acidity (pKa) | 4.69 |
Hazards | |
Safety data sheet (SDS) | SIRI.org |
Related compounds | |
Other anions |
crotonate |
Related carboxylic acids |
propionic acid acrylic acid butyric acid succinic acid malic acid tartaric acid fumaric acid pentanoic acid tetrolic acid |
Related compounds |
butanol butyraldehyde crotonaldehyde 2-butanone |
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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