(-)-O-Acetyl-L-malic anhydride

• CAS: 59025-03-5
• Catalog Number: ACM59025035
• Category: Other Products
• Molecular Weight: 158.11
• Molecular Formula: C₆H₆O₅
• Synonyms: (S)-(-)-2-Acetoxysuccinic anhydride, 59025-03-5, O-Acetyl-L-malic anhydride, (-)-O-Acetyl-L-malic Anhydride, SSWJHSASZZAIAU-BYPYZUCNSA-N, (S)-3-Acetoxy-dihydro-2,5-furandione, ST51039881, (-)-O-Acetylmalic anhydride, AC1Q1L8N, SCHEMBL395068, 422800_ALDRICH, (S)-2-Acetoxysuccinic anhydride, CTK3J6240, MolPort-001-792-421, ANW-41567, AKOS015913710, RTR-032594, 2,5-Dioxotetrahydro-3-furanyl acetate #, AK158791, O005
• IUPAC Name: [(3S)-2,5-dioxooxolan-3-yl] acetate
• Canonical SMILES: CC(=O)OC1CC(=O)OC1=O
• InChI Key: SSWJHSASZZAIAU-BYPYZUCNSA-N
• Boiling Point: 296.588ºC at 760 mmHg
• Melting Point: 54-56ºC(lit.)
• Flash Point: 133.093ºC
• Density: 1.386g/cm³
• Appearance: solid
• Exact Mass: 158.02200
• Hazard Statements: Xi
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Safety Description: S26-S36
• Stability: Stable. Incompatible with strong oxidizing agents. Sensitive to moisture.
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 97-67-6
• 108-24-7

• 59025-03-5

Reference: [1]Mhaske; Argade
[Journal of Organic Chemistry, 2001, vol. 66, # 26, p. 9038 - 9040]
[2]Jones
[Journal of the Chemical Society, 1933, p. 788,795]

Upstream Synthesis Route 2

• 97-67-6
• 75-36-5

• 59025-03-5

Reference: [1]Louwrier, Saskia; Ostendorf, Martin; Boom, Arnoud; Hiemstra, Henk; Speckamp, W. Nico
[Tetrahedron, 1996, vol. 52, # 7, p. 2603 - 2628]

Downstream Synthesis Route 1

• 67-56-1
• 59025-03-5

• 617-55-0

Reference: [1] Synthetic Communications, 1986, vol. 16, # 2, p. 183 - 190

Downstream Synthesis Route 2

• 59025-03-5

• 59042-97-6

Reference: [1]Paul; Johnson; Favara
[Journal of the American Chemical Society, 1976, vol. 98, # 5, p. 1285 - 1286]
[2]Johnson, Francis; Paul, K.G.; Favara, Duccio; Ciabatti, Romeo; Guzzi, Umberto
[Journal of the American Chemical Society, 1982, vol. 104, # 8, p. 2190 - 2198]

* For details of the synthesis route, please refer to the original source to ensure accuracy.