methyl (2R)-3-hydroxy-2-methylpropanoate

• ChemBase编号: 149567
• 分子式: C5H10O3
• 平均质量: 118.1311
• 单一同位素质量: 118.06299418
• SMILES: C[C@H](CO)C(=O)OC
• Canonical SMILES: C[C@@H](C(=O)OC)CO
• InChI: InChI=1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1
• InChIKey: ATCCIZURPPEVIZ-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2R)-3-hydroxy-2-methylpropanoate
• IUPAC传统名: methyl (2R)-3-hydroxy-2-methylpropanoate
• 别名: (-)-甲基D-β-羟基异丁酸酯; (R)-(-)-3-羟基-2-异丁酸甲酯; (R)-(-)-3-羟基-2-甲基丙酸甲酯; (R)-(-)-3-羟基-2-甲基丙酸甲酯; (R)-3-羟基-2-甲基丙酸甲酯; (-)-甲基D-β-羟基异丁酸酯; (-)-Methyl D-β-hydroxyisobutyrate; (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester; Methyl (R)-(-)-3-hydroxy-2-methylpropionate; Methyl (R)-3-hydroxy-2-methylpropionate; (-)-Methyl D-β-hydroxyisobutyrate; (R)-Methyl 3-hydroxy-2-methylpropanoate; (-)-Methyl β-Hydroxyisobutyrate; (2R)-3-Hydroxy-2-methylpropionic Acid Methyl Ester; Methyl (R)-(-)-3-Hydroxy-2-methylpropionate; R-(-)-Roche Ester; (R)-3-Hydroxyisobutyric Acid Methyl Ester

登记号

• CAS号: 72657-23-9
• MDL号: MFCD00063450
• Beilstein号: 3587507
• PubChem SID: 24879379; 24856357; 162243732
• PubChem CID: 5324733

理论计算性质

• Acid pKa: 15.242007
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.11470069
• LogD (pH = 7.4): -0.1147007
• Log P: -0.11470069
• 摩尔折射率: 28.3889 cm^3
• 极化性: 11.390625 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: Clear Colorless Oil
• 沸点: 76-77 °C/12 mmHg(lit.)
• 闪点: 176 °F; 80 °C
• 密度: 1.066 g/mL at 20 °C(lit.); 1.066 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.425; n20/D 1.425(lit.)
• 比旋光度: [α]19/D -26°, c = 4 in methanol; [α]20/D -26±1°, c = 2% in methanol

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 危险公开号: 10
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (sum of enantiomers, GC); 95+%; 99%
• 级别: purum
• 光学纯度: ee: 99% (GLC); enantiomeric ratio: ≥99.0:1.0
• 线性分子式: HOCH2CH(CH3)CO2CH3
• Empirical Formula (Hill Notation): C5H10O3

详细说明

Sigma Aldrich - 270148

包装
1, 5 g in glass bottle
Application
(R)- 和 (S)-异构体为双官能的结构单元，可用于合成许多具有光学活性的分子。1,2,3

Toronto Research Chemicals - H943558

Chiral derivative of 3-Hydroxyisobutyrate.

参考文献

• Waldmann, H., et al.: Bioorg. Med. Chem., 2, 477 (1994)
• Vonstein, V., et al.: J. Bacteriol., 177, 4540 (1994)