fumaric acid

Also known as trans-but-2-enedioic acid, (2E)-2-butenedioic acid, (E)-2-butenedioic acid, trans-1,2-ethylenedicarboxylic acid, E297, but-2-enedioic acid, (2E)-But-2-enedioic acid, (E)-2-Butenedioate

chemical compound

Chemical data

Formula: C4H4O4
Molecular weight: 116.07 g/mol
IUPAC name: (E)-but-2-enedioate;hydron
SMILES: [H+].[H+].C(=C/C(=O)[O-])\C(=O)[O-]
InChIKey: VZCYOOQTPOCHFL-OWOJBTEDSA-N
Polar surface area: 80.3 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Wikidata facts

Mass: 116.011

Show 6 more facts

Commons category: Fumaric acid
chemical formula: C₄H₄O₄
isomeric SMILES: C(=C/C(=O)O)\C(=O)O
canonical SMILES: C(=CC(=O)O)C(=O)O
ionization energy: 10.70
melting point: 287

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Article

Fumaric acid or trans-butenedioic acid is an organic compound with the formula HO2CCH=CHCO2H. A white solid, fumaric acid occurs widely in nature. It has a fruit-like taste and has been used as a food additive. Its E number is E297. The salts and esters are known as fumarates. Fumarate can also refer to the C 4H 2O 4 ion (in solution). Fumaric acid is the trans isomer of butenedioic acid, while maleic acid is the cis isomer.

Biosynthesis and occurrence