Crotonic acid
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Skeletal formula of crotonic acid | |
Ball-and-stick model of the crotonic acid molecule | |
Names | |
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IUPAC name
(E)-2-butenoic acid
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Other names
trans-2-butenoic acid
beta-methylacrylic acid 3-methylacrylic acid (E)-2-butenoic acid |
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Identifiers | |
107-93-7 | |
ChEBI | CHEBI:41131 |
ChEMBL | ChEMBL1213528 |
ChemSpider | 552744 |
DrugBank | DB02074 |
Jmol 3D model | Interactive image Interactive image |
PubChem | 637090 |
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Properties | |
C4H6O2 | |
Molar mass | 86.09 g/mol |
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] |
Vapor pressure | {{{value}}} |
Related compounds | |
Other anions
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crotonate |
Related carboxylic acids
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propionic acid acrylic acid butyric acid succinic acid malic acid tartaric acid fumaric acid pentanoic acid |
Related compounds
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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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verify (what is ?) | |
Infobox references | |
Crotonic acid, or trans-2-butenoic acid, is a short-chain unsaturated carboxylic acid, described by the formula CH3CH=CHCO2H. Crotonic acid is so named because it was erroneously thought to be a saponification product of croton oil.[citation needed] It crystallizes as needles from hot water.
Racemic threonine can be prepared from crotonic acid by alpha-functionalization using mercury(II) acetate.[2]
See also
References
- ↑ Dawson, R. M. C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
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