Angelic acid

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Angelic acid
Chemical structure of angelic acid
IUPAC name (Z)-2-methylbut-2-enoic acid
Identifiers
CAS number [565-63-9]
PubChem 643915
SMILES CC=C(C)C(=O)O
Properties
Molecular formula C5H8O2
Molar mass 100.116 g/mol
Melting point

45.5°C

Boiling point

185°C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Angelic acid is a monocarboxylic unsaturated organic acid. It is found in garden angelica (Angelica archangelica), Umbelliferae, and many other plants. It was also isolated from the defensive secretion of certain carabid beetles.

[edit] Properties and uses

Angelic acid has a double bond between the second and third carbons of the chain. Together with tiglic acid form a pair of cis-trans isomers. Angelic acid is a volatile body, of biting acid taste and pungent sour odour. It crystallizes in colorless monoclinic prisms. Angelic acid was formerly used therapeutically as a sedative.

[edit] Name and discovery

Angelic acid gets its name from the plant garden angelica (Angelica archangelica) from whose roots it was first obtained in 1842 by L. A. Buchner.[1]

[edit] References

  1. ^ L. A. Buchner L. Justus Liebigs Ann Chem. 1842;42:226.