Angelic acid

Angelic acid
Chemical structure of angelic acid
Ball-and-stick model of angelic acid
Names
Preferred IUPAC name
(2Z)-2-Methylbut-2-enoic acid
Other names
(Z)-2-Methylbut-2-enoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.008.441 Edit this at Wikidata
UNII
  • InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3- checkY
    Key: UIERETOOQGIECD-ARJAWSKDSA-N checkY
  • C/C=C(C)\C(O)=O
  • O=C(O)\C(=C/C)C
Properties
C5H8O2
Molar mass 100.117 g·mol−1
Melting point 45.5 °C (113.9 °F; 318.6 K)
Boiling point 185 °C (365 °F; 458 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Angelic acid is a monocarboxylic unsaturated organic acid, mostly found in the plants of the family Apiaceae. It is a volatile solid with a biting taste and pungent sour odor. It is the cis isomer of 2-methyl-2-butenoic acid, which easily converts to the trans isomer, tiglic acid, upon heating or reaction with inorganic acids. The reverse transformation occurs much less readily. The salts and esters of angelic acid are called angelates. Angelic acid esters are the active components of herbal medicine used against a wide range of various health disturbances including pains, fever, gout, heartburn, etc.