Isocrotonic acid

Isocrotonic acid
Names
Preferred IUPAC name
(2Z)-But-2-enoic acid
Other names
(Z)-But-2-enoic acid
(Z)-2-Butenoic acid
cis-2-Butenoic acid
cis-β-Methylacryllic acid
(Z)-β-Methylacryllic acid
Identifiers
503-64-0 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:36253 N
ChemSpider 558890 N
ECHA InfoCard 100.007.249
EC Number 207-973-2
PubChem 643792
Properties
C4H6O2
Molar mass 86.09 g·mol−1
Density 1,03 g·cm−3 [1]
Melting point 15 °C (59 °F; 288 K)[1]
Boiling point 168 to 169 °C (334 to 336 °F; 441 to 442 K)[1]
Related compounds
Crotonic acid (trans isomer)
Angelic acid (2-methyl-isocrotonic acid)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Isocrotonic acid (or quartenylic acid) is the cis analogue of crotonic acid. It is an oil, possessing a smell similar to that of brown sugar. It boils at 171.9 °C, concomitant with conversion into crotonic acid. Isomerizaton is complete when the cis acid is heated to 170–180 °C in a sealed tube.

References

  1. 1 2 3 The Merck Index. An Encyclopaedia of Chemicals, Drugs and Biologicals. 14. Auflage, 2006, S. 894, ISBN 978-0-911910-00-1.
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