L2009
Levulinic acid
98%
Synonym(s):
4-Oxopentanoic acid, 4-Oxovaleric acid
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About This Item
Linear Formula:
CH3COCH2CH2COOH
CAS Number:
Molecular Weight:
116.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-649-2
Beilstein/REAXYS Number:
506796
MDL number:
Assay:
98%
vapor pressure
1 mmHg ( 102 °C)
Quality Level
assay
98%
bp
245-246 °C (lit.)
mp
30-33 °C (lit.)
density
1.134 g/mL at 25 °C (lit.)
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
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:
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
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
Storage Class
11 - Combustible Solids
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Synthesis of a New Type Perfume Fraistone [J].
Heping L, et al.
Fine Chemicals / ????, 6 (1998)
Vapor Phase Catalytic Transfer Hydrogenation (CTH) of Levulinic Acid to ?-Valerolactone Over Copper Supported Catalysts Using Formic Acid as Hydrogen Source.
Lomate S, et al.
Catalysis Letters, 148(1), 348-358 (2018)
Catalytic transformation of lignocellulose into chemicals and fuel products in ionic liquids.
Zhang Z, et al.
Chemical Reviews, 117(10), 6834-6880 (2016)