1,4-bis(propan-2-yl) 2,3-dihydroxybutanedioate

• ChemBase编号: 295426
• 分子式: C10H18O6
• 平均质量: 234.24632
• 单一同位素质量: 234.1103383
• SMILES: CC(C)OC(=O)C(C(C(=O)OC(C)C)O)O
• Canonical SMILES: OC(C(C(=O)OC(C)C)O)C(=O)OC(C)C
• InChI: InChI=1S/C10H18O6/c1-5(2)15-9(13)7(11)8(12)10(14)16-6(3)4/h5-8,11-12H,1-4H3
• InChIKey: XEBCWEDRGPSHQH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,4-bis(propan-2-yl) 2,3-dihydroxybutanedioate
• IUPAC传统名: diisopropyl tartrate
• 别名: L-(+)-酒石酸二异丙酯; D-(-)-酒石酸二异丙酯; L-Tartaric acid diisopropyl ester; (+)-Diisopropyl L-tartrate; D-Tartaric acid diisopropyl ester; (-)-Diisopropyl D-tartrate

登记号

• CAS号: 62961-64-2; 2217-15-4
• EC号: 218-709-0; 263-771-4
• MDL号: MFCD00064450; MFCD00008876
• Beilstein号: 1727863; 5265431
• PubChem SID: 180680957
• PubChem CID: 102768

理论计算性质

• Acid pKa: 11.185941
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.009753288
• LogD (pH = 7.4): 0.009683163
• Log P: 0.009754182
• 摩尔折射率: 54.0864 cm^3
• 极化性: 22.078806 Å^3
• 极化表面积: 93.06 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 150-151°C/11mm
• 闪点: 110°C(230°F)
• 密度: 1.117
• 折射率: 1.4400
• 比旋光度: +16 (neat); -16 (neat)

安全信息

• RTECS编号: WW8100000
• TSCA收录: 否; 是

产品相关信息

• 纯度: 98%; 98+%

参考文献

• For the use of esters of tartaric acid as chiral auxiliaries in the Sharpless enantioselective epoxidation of allylic alcohols, see tert-Butyl hydroperoxide, A13926. For a review the use of tartrate esters as chiral auxiliaries, e.g. in the Simmons-Smith cyclopropanantion reaction and in 1,3-dipolar cycloaddition reactions, see: Synlett, 1075 (2003).
• Chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols; see tert-Butyl hydroperoxide, A13926.