L2009

Levulinic acid

98%

• Synonym(s): 4-Oxopentanoic acid, 4-Oxovaleric acid
• Linear Formula: CH₃COCH₂CH₂COOH
• CAS Number: 123-76-2
• Molecular Weight: 116.12
• Beilstein: 506796
• EC Number: 204-649-2
• MDL number: MFCD00002796
• UNSPSC Code: 12352100
• PubChem Substance ID: 24896298
• NACRES: NA.22

Properties

• vapor pressure: 1 mmHg ( 102 °C)
• Quality Level: 200
• 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

Description

Application

Levulinic acid is a precursor for the synthesis of useful intermediates such as γ-valerolactone, ethyl levulinate, pentanoic acid and 2-methyl-tetrahydrofuran.[1][2][3] Derivatization and esterification of levulinic acid results in potential biofuels.[4][5]

It can also be used in:

• The preparation of catalytic composite to synthesize 5-hydroxymethylfurfural and furfural.[6]
• The synthesis of a commercial fragrance, fraistone.[7]
• The synthesis of pyrrolidone derivatives via reductive amination.[8]
• The total synthesis of mycobacterial arabinogalactan.[9]

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H317,H318
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 2
• Flash Point(F): 208.4 °F - closed cup
• Flash Point(C): 98 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves