41474

Supelco

Levulinic acid

analytical standard

Synonym(s):
4-Oxopentanoic acid, 4-Oxovaleric acid
Linear Formula:
CH3COCH2CH2COOH
CAS Number:
Molecular Weight:
116.12
Beilstein/REAXYS Number:
506796
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

vapor pressure

1 mmHg ( 102 °C)

assay

≥97.5% (GC)
97.5-102.5% (T)

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

245-246 °C (lit.)

mp

30-33 °C (lit.)

density

1.134 g/mL at 25 °C (lit.)

Featured Industry

Cleaning Products
Cosmetics
Flavors and Fragrances
Food and Beverages
Personal Care

format

neat

SMILES string

CC(=O)CCC(O)=O

InChI

1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)

InChI key

JOOXCMJARBKPKM-UHFFFAOYSA-N

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General description

Levulinic acid (LA), is a biogenic product of hexose acid hydrolysis, produced from renewable or bio-based resources. LA is reported to react with a variety of compounds to result in products, which are widely used in pharmaceuticals, personal care products, electronics, plasticizers, antifouling compounds, fuels, solvents, polymers, anti-freeze agents, batteries, coatings, biologically active materials, corrosion inhibitors, adsorbents, etc. LA is also employed as a chemical intermediate in the production of biodegradable polymers, fuel extenders, herbicides, flavors, antibiotics and useful 5-carbon compounds.

Application

Levulinic acid may be used as an analytical reference standard
for the quantification of the analyte in the following:
  • Soy sauce using liquid chromatography coupled to mass spectrometry (LC–MS).
  • Liquid food samples using gas chromatography with flame ionization detection (GC-FID).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

hazcat

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Certificate of Analysis

Certificate of Origin

Levulinic acid
Hachula B, et al.
Acta Crystallographica Section E, Structure Reports Online, 69(9) (2013)
Determination of levulinic acid in soy sauce by liquid chromatography with mass spectrometric detection
Sano A, et al.
Food Chemistry, 105(3), 1242-1247 (2007)
A Review on the conversion of levulinic acid and its esters to various useful chemicals
Adeleye TA, et al.
AIChE Journal, 7(2), 165-165 (2019)
A rapid gas chromatographic method for direct determination of short-chain (C2?C12. volatile organic acids in foods
Yang H-M and Choong M-Y
Food Chemistry, 75(1), 101-108 (2001)
F Monlau et al.
Bioresource technology, 187, 379-386 (2015-04-13)
The robust supramolecular structure of biomass often requires severe pretreatments conditions to produce soluble sugars. Nonetheless, these processes generate some inhibitory compounds (i.e. furans compounds and aliphatic acids) deriving mainly from sugars degradation. To avoid the inhibition of the biological...

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