methyl (3R)-3-hydroxybutanoate

• ChemBase编号: 70371
• 分子式: C5H10O3
• 平均质量: 118.1311
• 单一同位素质量: 118.06299418
• SMILES: C(=O)(C[C@@H](C)O)OC
• Canonical SMILES: COC(=O)C[C@H](O)C
• InChI: InChI=1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1
• InChIKey: LDLDJEAVRNAEBW-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: methyl (3R)-3-hydroxybutanoate
• IUPAC传统名: methyl (3R)-3-hydroxybutanoate; methyl-(R)-3-hydroxybutyrate
• 别名: (R)-(-)-3-羟丁酸甲酯; (R)-3-羟基丁酸甲酯; (R)-(-)-3-Hydroxybutyric acid methyl ester; Methyl (R)-(-)-3-hydroxybutyrate; (R)-Methyl 3-hydroxybutanoate; Methyl (R)-3-hydroxybutyrate; Methyl 3-(R)-hydroxybutyrate; Methyl (R)-3-hydroxybutanoate

登记号

• CAS号: 3976-69-0
• EC号: 223-610-0
• MDL号: MFCD00063289
• Beilstein号: 3648161
• PubChem SID: 162036091; 24874704; 24854601
• PubChem CID: 2724279

理论计算性质

• Acid pKa: 15.407248
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.24111195
• LogD (pH = 7.4): -0.24111195
• Log P: -0.24111195
• 摩尔折射率: 28.2332 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

• 沸点: 56-58 °C/11 mmHg(lit.); 56-58°C/11mm; 56-58°C/11mm
• 闪点: 163.4 °F; 73 °C; 73°C; 73°C(163°F)
• 密度: 1.055; 1.055 g/mL at 20 °C(lit.)
• 折射率: 1.4220; n20/D 1.421(lit.); n20/D 1.422
• 比旋光度: [α]20/D -19.5°, neat; [α]20/D -50±2°, c = 1.3% in chloroform stab. with amylenes; -48.5 (c=1.3 in chloroform)

安全信息

• 保存注意事项: IRRITANT; Irritant
• 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; 38-41
• 安全公开号: 26-36/37; 26-37/39
• TSCA收录: false; 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H318-H315-H227
• GHS警示性声明: P210-P280B-P305+P351+P338-P310; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, 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: ≥99.0% (sum of enantiomers, GC); 95+%; 97%; 98%; 99%
• 级别: puriss.
• 光学纯度: ee: 98% (GLC); enantiomeric ratio: ≥98:2 (GC)
• 线性分子式: CH3CH(OH)CH2CO2CH3

详细说明

Sigma Aldrich - 243159

Application
具有光学活性的原料
包装
1 g in glass bottle

Sigma Aldrich - 54957

Other Notes
重要的光学活性化合物，用于制备各种双官能结构单元1,2,3,4

参考文献

• For use in the synthesis of chiral ?-lactams, see: J. Chem. Soc., Chem. Commun., 1376 (1988).
• Can undergo aldol-type reactions with aldehydes with either syn- or anti-selectivity according to the conditions: Chem. Lett., 1931 (1990).