Isocrotonic acid

Isocrotonic acid

Names
Other names (Z)-2-Butenoic acid, cis-2-Butenoic acid, cis-β-Methylacryllic acid, (Z)-β-Methylacryllic acid
Identifiers
CAS Number	503-64-0
ChEBI	CHEBI:36253
ChemSpider	558890
EC Number	207-973-2
Jmol interactive 3D	Image
PubChem	643792
InChI InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2- Key: LDHQCZJRKDOVOX-IHWYPQMZSA-N InChI=1/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2- Key: LDHQCZJRKDOVOX-IHWYPQMZBE
SMILES C/C=C\C(=O)O
Properties
Chemical formula	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
Related Carboxylic acids	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).
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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. The Merck Index. An Encyclopaedia of Chemicals, Drugs and Biologicals. 14. Auflage, 2006, S. 894, ISBN 978-0-911910-00-1.