Crotonic acid

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Crotonic acid
Crotonic acid
Chemical name (E)-2-butenoic acid
Other names trans-2-butenoic acid
beta-methylacrylic acid
3-methylacrylic acid
Chemical formula C4H6O2
Molecular mass 86.09 g/mol
CAS number [107-93-7]
Density 1.02 g/cm3
Melting point 70-73 °C
Boiling point 185-189 °C
SMILES C/C=C/C(O)=O
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Crotonic acid, or trans-2-butenoic acid, is a short-chain unsaturated carboxylic acid. Crotonic acid is so named from the fact that it was erroneously thought to be a saponification product of croton oil. It crystallizes in needles from hot water: the crystals melt at 72 °C and boil at 185-189 °C.

Isocrotonic acid (or quartenylic acid) is the cis isomer of crotonic acid. It is an oil, possessing a smell like that of brown sugar. It boils at 171.9 °C, with partial conversion into crotonic acid; the transformation is complete when the acid is heated to 170-180 °C in a sealed tube.

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This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.