Crotonic acid
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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.[2] 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.
Quick Facts Names, Identifiers ...
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 | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.003.213 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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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 [1] |
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).
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