2,5-dioxooxolan-3-yl acetate

• ChemBase编号: 159345
• 分子式: C6H6O5
• 平均质量: 158.10884
• 单一同位素质量: 158.02152329
• SMILES: C1(C(=O)OC(=O)C1)OC(=O)C
• Canonical SMILES: CC(=O)OC1CC(=O)OC1=O
• InChI: InChI=1S/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3
• InChIKey: SSWJHSASZZAIAU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxooxolan-3-yl acetate
• IUPAC传统名: 2,5-dioxooxolan-3-yl acetate
• 别名: 3-(Acetyloxy)dihydro-2,5-furandione; Malic Anhydride Acetate; 2-O-Acetylmalic Anhydride

登记号

• CAS号: 24766-96-9
• PubChem SID: 162253480
• PubChem CID: 539491

理论计算性质

• Acid pKa: 17.33598
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -0.30501068
• LogD (pH = 7.4): -0.30501068
• Log P: -0.538344
• 摩尔折射率: 30.8213 cm^3
• 极化性: 12.925526 Å^3
• 极化表面积: 69.67 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane
• 外观: White Solid

详细说明

Toronto Research Chemicals - A185850

Used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles.

参考文献

• Clutterbuck, P., et al.: Biochem. J., 29, 300 (1935)
• Birkinshaw, J., et al.: J. Biochem., 74, 369 (1935)
• Sato, M., et al.: Chem. Pharm. Bull., 38, 94 (1935)