chempirical

Fumaric acid

C4H4O4CAS 110-17-8116.07 g/mol

Open in Covalent MOL file
OHOOOH
AlkeneCarboxylic acid

Properties

Molecular formula
C4H4O4
Molar mass
116.07 g/mol
Exact mass
116.0110 Da
Density
1.635 g/mL (at 20 °C)
Melting point
200 °C (sublimes)
Boiling point
522 °C
pKa
3.03, 4.44 (18 °C)
Flash point
230 °C (closed cup)
Water solubility
6.3 g/L (25 °C)
logP
-0.29Crippen estimate
Polar surface area
74.6 Ų
H-bond donors / acceptors
2 / 2
Rotatable bonds
2
Double bonds
EE/Z, in SMILES order

Hazards

Warning
Irritant (GHS07)

Harmonised EU classification (CLP Annex VI, index 607-146-00-X), via PubChem.

Precautionary statements

P264+P265, P280, P305+P351+P338, P337+P317

Identifiers

CAS number
110-17-8
SMILES
O=C(O)/C=C/C(=O)O
InChIKey
VZCYOOQTPOCHFL-OWOJBTEDSA-N
InChI
InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

20 names · show all
  • 2-Butenedioic acid (2E)-
  • 2-Butenedioic acid (E)-
  • (2E)-2-Butenedioic acid
  • Allomaleic acid
  • Boletic acid
  • trans-Butenedioic acid
  • trans-1,2-Ethylenedicarboxylic acid
  • Lichenic acid
  • 2-Butenedioic acid, (E)-
  • trans-2-Butenedioic acid
  • 2-(E)-Butenedioic acid
  • FC 33
  • (E)-2-Butenedioic acid
  • FC 33 (acid)
  • (2E)-But-2-enedioic acid
  • NSC 2752
  • Petrom
  • Bakeshure 451
  • Bakeshure 470
  • Fumarates

Reactions

Safety data sheets

One stored sheet lists this compound in section 3, matched by the CAS number 110-17-8. Each row opens the sheet with its composition and PDF.

Open in the SDS library

Work with Fumaric acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Boiling point under vacuumAt any pressure, from its normal boiling point Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Maleic acid110-16-7Stereo not defined Poly(maleic acid)26099-09-2Stereo not defined Iron(II) fumarate141-01-5Salt Enalapril maleate76095-16-4Salt, diastereomer Pyrilamine maleate59-33-6Salt, stereo not defined Chlorpheniramine maleate113-92-8Salt, stereo not defined Timolol maleate26921-17-5Salt, diastereomer Sodium fumarate5873-57-4Salt Clemastine fumarate14976-57-9Salt Calcium fumarate19855-56-2Salt (±)-Brompheniramine maleate980-71-2Salt, stereo not defined Dexchlorpheniramine maleate2438-32-6Salt, diastereomer

Similar compounds

Cis,cis-Muconic acid1119-72-873 % similar Muconic acid3588-17-873 % similar Acrylic acid-maleic acid copolymer29132-58-967 % similar Crotonic acid107-93-765 % similar Crotonic acid3724-65-065 % similar Maleamic acid557-24-463 % similar Sorbic acid110-44-155 % similar 2,4-Pentadienoic acid626-99-355 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Diglycolic anhydride4480-83-5 Glycolide502-97-6

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia