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Merck
CN

L2009

Levulinic acid

98%

Synonym(s):

4-Oxopentanoic acid, 4-Oxovaleric acid

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About This Item

Linear Formula:
CH3COCH2CH2COOH
CAS Number:
123-76-2
Molecular Weight:
116.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896298
EC Number:
204-649-2
Beilstein/REAXYS Number:
506796
MDL number:
MFCD00002796

Key Documents

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Product Name

Levulinic acid, 98%

InChI key

JOOXCMJARBKPKM-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)CCC(O)=O

vapor pressure

1 mmHg ( 102 °C)

assay

98%

bp

245-246 °C (lit.)

mp

30-33 °C (lit.)

density

1.134 g/mL at 25 °C (lit.)

Quality Level

200

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Application

Levulinic acid is a precursor for the synthesis of useful intermediates such as γ-valerolactone, ethyl levulinate, pentanoic acid and 2-methyl-tetrahydrofuran. Derivatization and esterification of levulinic acid results in potential biofuels.

It can also be used in:
  • The preparation of catalytic composite to synthesize 5-hydroxymethylfurfural and furfural.
  • The synthesis of a commercial fragrance, fraistone.
  • The synthesis of pyrrolidone derivatives via reductive amination.
  • The total synthesis of mycobacterial arabinogalactan.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3157
STBL4370
STBL1993
STBK6939
STBK6193

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Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels.
Climent MJ, et al.
Green Chemistry, 16(2), 516-547 (2014)
Levulinic Acid as a Catalyst for the Production of 5?Hydroxymethylfurfural and Furfural from Lignocellulose Biomass.
Seemala B, et al.
ChemCatChem, 8(3), 640-647 (2016)
Total synthesis of mycobacterial arabinogalactan containing 92 monosaccharide units.
Wu Y, et al.
Nature Communications, 8, 14851-14851 (2017)
Hydrodeoxygenation activity of W modified Ni/H-ZSM-5 catalyst for single step conversion of levulinic acid to pentanoic acid: An insight on the reaction mechanism and structure activity relationship.
Velisoju VK, et al.
Applied Catalysis, 550, 142-150 (2018)
Catalytic transformation of lignocellulose into chemicals and fuel products in ionic liquids.
Zhang Z, et al.
Chemical Reviews, 117(10), 6834-6880 (2016)
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