Levulinic acid

C5H8O3CAS 123-76-2116.12 g/mol

Open in Covalent MOL file
OOOH
Carboxylic acidKetone

Properties

Molecular formula
C5H8O3
Molar mass
116.12 g/mol
Exact mass
116.0473 Da
Density
1.1447 g/mL (at 15 °C)
Melting point
33 °C
Boiling point
245.5 °C
logP
0.44Crippen estimate
Polar surface area
54.4 Ų
H-bond donors / acceptors
1 / 2
Rotatable bonds
3

Hazards

Danger
Corrosive (GHS05)Irritant (GHS07)

Aggregated from 1,892 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P501

Identifiers

CAS number
123-76-2
SMILES
CC(=O)CCC(=O)O
InChIKey
JOOXCMJARBKPKM-UHFFFAOYSA-N
InChI
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)

Weigh it out

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

Names and synonyms

13 names · show all
  • Pentanoic acid, 4-oxo-
  • 4-Oxopentanoic acid
  • β-Acetylpropionic acid
  • γ-Ketovaleric acid
  • Laevulinic acid
  • Levulic acid
  • 3-Acetylpropionic acid
  • 4-Oxovaleric acid
  • 4-Ketovaleric acid
  • NSC 3716
  • 3-Oxobutanecarboxylic acid
  • 3-Acetylpropanoic acid
  • Lev-OH

Reactions

Work with Levulinic 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.

Calcium levulinate591-64-0Salt Sodium levulinate19856-23-6Salt

Similar compounds

5-Oxohexanoic acid3128-06-174 % similar 6-Oxoheptanoic acid3128-07-274 % similar Succinylacetone51568-18-465 % similar Hexane-2,5-dione110-13-463 % similar Succinic acid110-15-663 % similar Diammonium succinate2226-88-255 % similar Butyric acid107-92-650 % similar Glutaric acid110-94-150 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Methyl acetoacetate105-45-3 Methyl 4-oxobutanoate13865-19-5 Tetrahydro-2-furoic acid16874-33-2 Alpha-ketovaleric acid1821-02-9 3-Hydroxycyclobutanecarboxylic acid194788-10-8 3-Methyl-3-oxetanecarboxylic Acid28562-68-7 (S)-5-Hydroxymethyldihydrofuran-2-one32780-06-6 3-Oxo-propionic acid ethyl ester34780-29-5

Elsewhere

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