Levulinic acid

• Catalog No.: A10813
• CAS Number: 123-76-2
• M. F.: C5H8O3
• M. W.: 116.11522
• Purity: 98%

SYNONYMS

• Title: 乙酰丙酸
• IUPAC name: 4-oxopentanoic acid
• IUPAC Traditional name: levulinic acid
• Synonyms: 4-Ketopentanoic acid; 4-Oxopentanoic acid

DATABASE IDS

• Beilstein Number: 506796
• CAS Number: 123-76-2
• MDL Number: MFCD00002796
• EC Number: 204-649-2
• Merck Index: 145472

PROPERTIES

• Purity: 98%
• Boiling Point: 245-246°C
• Density: 1.134
• Flash Point: 137°C(278°F)
• Melting Point: 26-31°C
• Refractive Index: 1.4415
• GHS Hazard statements: H314-H318-H302
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P280-P305+P351+P338-P309-P310
• Risk Statements: 22-34
• RTECS: OI1575000
• Safety Statements: 26-36/37/39-45
• Storage Warning: Light Sensitive
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3261
• Packing Group: III

REFERENCES

• Alcohols and phenols can be protected as levulinate (Lev) esters. Ester formation has been brought about, e.g. by reaction with an alcohol in the presence of DCC and DMAP: Tetrahedron Lett., 4875 (1976); 23, 2615 (1982). The same references describe facile, selective cleavage by the use of hydrazine hydrate in pyridine/acetic acid. For use of 2-Chloro-1-methylpyridinium iodide, A12820, in the formation of Lev esters, see: Tetrahedron Lett., 21, 381 (1980). Alternative cleavage methods include: borohydride in water: J. Am. Chem. Soc., 97, 1614 (1975); MeMgI: benzoate esters unaffected: J. Chem. Soc., Chem. Commun., 681 (1992); sodium sulfite/ bisulfite under neutral conditions, effective for Lev esters of nucleosides, carbohydrates and steroids: Chem. Lett., 585 (1988). Lev esters have also been prepared using 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, A13724: Tetrahedon Lett., 23, 2615 (1982).