File:Fumarsäure.svg · Wikimedia Commons · See Wikimedia Commons
fumaric acid
Sign in to saveAlso 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 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- fatty acid
- Part of
- tricarboxylic acid cycle
- Has part
- hydrogen
- Mass
- 116.011
- Has use
- medication
Show 9 more facts
- described by source
- Encyclopædia Britannica 11th edition
- found in taxon
- broad bean
- 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
- subject has role
- primary metabolite
- ionization energy
- 10.70
- melting point
- 287
via Wikidata · CC0
~5 min read
Encyclopedic overview
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
Excerpted from Wikipedia’s “fumaric acid” article, available under the CC BY-SA 4.0 licence.