5-[(acetyloxy)methyl]furan-2-carboxylic acid

• ChemBase编号: 159034
• 分子式: C8H8O5
• 平均质量: 184.14612
• 单一同位素质量: 184.03717336
• SMILES: c1(ccc(o1)COC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)OCc1ccc(o1)C(=O)O
• InChI: InChI=1S/C8H8O5/c1-5(9)12-4-6-2-3-7(13-6)8(10)11/h2-3H,4H2,1H3,(H,10,11)
• InChIKey: VEHIMKWMEKVUMD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(acetyloxy)methyl]furan-2-carboxylic acid
• IUPAC传统名: 5-[(acetyloxy)methyl]furan-2-carboxylic acid
• 别名: 5-(Acetoxymethyl)-2-furoic Acid; Acetyl Sumiki's Acid; 5-(Hydroxymethyl)-2-furoic Acid Acetate; 5-Acetoxymethyl-2-furancarboxylic Acid

登记号

• CAS号: 90345-66-7
• PubChem SID: 162253169
• PubChem CID: 10330015

理论计算性质

• Acid pKa: 3.1123564
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -2.0743186
• LogD (pH = 7.4): -3.174781
• Log P: 0.28485215
• 摩尔折射率: 41.55 cm^3
• 极化性: 16.011623 Å^3
• 极化表面积: 76.74 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Pale Yellow Solid
• 熔点: 107-109°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

产品相关信息

• 纯度: 98%

详细说明

Toronto Research Chemicals - A167520

Used in the preparation of 3-tetrahydrofurylcephem-3-carboxylates and analogs as antibiotics.

参考文献

• Jadulco, R., et al.: J. Nat. Prod., 64, 527 (2001)