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Crotonic acid

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Title: Crotonic acid  
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Subject: Isocrotonic acid, List of compounds with carbon number 4, WikiProject Missing encyclopedic articles/1911 verification/C4, Crotonyl-CoA, List of UN numbers 2801 to 2900
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Crotonic acid

Crotonic acid
Skeletal formula of crotonic acid
Ball-and-stick model of the crotonic acid molecule
Names
IUPAC name
(E)-2-butenoic acid
Other names
trans-2-butenoic acid
beta-methylacrylic acid
3-methylacrylic acid
(E)-2-butenoic acid
Identifiers
 N
ChEBI  Y
ChEMBL  Y
ChemSpider  Y
DrugBank  Y
Jmol-3D images Image
Image
PubChem
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]
Hazards
Safety data sheet SIRI.org
Related compounds
Other anions
crotonate
propionic acid
acrylic acid
butyric acid
succinic acid
malic acid
tartaric acid
fumaric acid
pentanoic 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).
 N  (: Y/N?)

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. 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

  1. ^ Dawson, R. M. C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
  2. ^ Carter, H. E.; West, H. D. (1955). "dl-Threonine".  

 

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