(3R)-2,5-dioxooxolan-3-yl acetate

• ChemBase编号: 149429
• 分子式: C6H6O5
• 平均质量: 158.10884
• 单一同位素质量: 158.02152329
• SMILES: CC(=O)O[C@@H]1CC(=O)OC1=O
• Canonical SMILES: CC(=O)O[C@@H]1CC(=O)OC1=O
• InChI: InChI=1S/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m1/s1
• InChIKey: SSWJHSASZZAIAU-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: (3R)-2,5-dioxooxolan-3-yl acetate
• IUPAC传统名: (3R)-2,5-dioxooxolan-3-yl acetate
• 别名: (R)-3-乙酰氧基二氢-2,5-呋喃二酮; O-乙酰基-D-苹果酸酐; (R)-(+)-2-乙酰氧基琥珀酸酐; (R)-(+)-2-乙酰氧基丁二酸酐; (R)-3-Acetoxy-dihydro-2,5-furandione; O-Acetyl-D-malic anhydride; (R)-(+)-2-Acetoxysuccinic anhydride; D-O-Acetylmalic anhydride; (3R)-3-(Acetyloxy)dihydro-2,5-furandione; (+)-Acetoxysuccinic Anhydride; (R)-(+)-2-Acetoxysuccinic Anhydride; (R)-Acetoxysuccinic Anhydride; (R)-2-O-Acetylmalic Anhydride; (3S)-3-(Acetyloxy)dihydro-2,5-furandione; (-)-Acetoxysuccinic Anhydride; (S)-(-)-2-Acetoxysuccinic Anhydride; (S)-Acetoxysuccinic Anhydride; (S)-2-O-Acetylmalic Anhydride

登记号

• CAS号: 79814-40-7; 59025-03-5
• MDL号: MFCD00145214
• Beilstein号: 130824
• PubChem SID: 24867669; 162243594
• PubChem CID: 9815264

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: Dichloromethane; DMF; Ethyl Acetate
• 外观: Powder; White Crystalline Solid
• 熔点: 53-54°C; 56-58 °C(lit.); 56-58°C
• 比旋光度: [α]20/D +27°, c = 1 in chloroform

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 96%; 98%
• 光学纯度: ee: 99% (GLC)
• Empirical Formula (Hill Notation): C6H6O5

详细说明

Sigma Aldrich - 441570

包装
1, 5 g in glass bottle

Toronto Research Chemicals - A185865

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

Toronto Research Chemicals - A185870

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)
• 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)