diphenyl(2R)-pyrrolidin-2-ylmethanol

• ChemBase编号: 66956
• 分子式: C17H19NO
• 平均质量: 253.33886
• 单一同位素质量: 253.14666423
• SMILES: N1[C@H](CCC1)C(O)(c1ccccc1)c1ccccc1
• Canonical SMILES: OC(c1ccccc1)(c1ccccc1)[C@H]1CCCN1
• InChI: InChI=1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m1/s1
• InChIKey: OGCGXUGBDJGFFY-MRXNPFEDSA-N

名称和登记号

名称

• IUPAC标准名: diphenyl(2R)-pyrrolidin-2-ylmethanol
• IUPAC传统名: diphenyl(2R)-pyrrolidin-2-ylmethanol
• 别名: (R)-α,α-二苯基-2-吡咯烷甲醇; α,α-二苯基-D-脯氨醇; (R)-2-(二苯基羟甲基)吡咯烷; (R)-(+)-α,α-二苯基脯氨醇; (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol; (R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol; (R)-(+)-alpha,alpha-Diphenylprolinol; (R)-α,α-Diphenyl-2-pyrrolidinemethanol; α,α-Diphenyl-D-prolinol; (R)-(+)-Alpha,alpha-Diphenyl-2-pyrrolidinemethanol; α,α-Diphenyl-D-prolinol; (R)-2-(Diphenylhydroxymethyl)pyrrolidine; (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol

登记号

• CAS号: 22348-32-9
• MDL号: MFCD00077754
• Beilstein号: 4353363
• PubChem SID: 24863890; 162032692
• PubChem CID: 7045371

理论计算性质

• Acid pKa: 12.901563
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -0.35732114
• LogD (pH = 7.4): 0.039381664
• Log P: 2.8763463
• 摩尔折射率: 77.1829 cm^3
• 极化性: 30.58561 Å^3
• 极化表面积: 32.26 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

• 熔点: 76-78°C; 77-80 °C; 77-80 °C(lit.)
• 比旋光度: [α]20/D +69±3°, c = 3% in chloroform; [α]20/D +69°, c = 3 in chloroform; +57.5 (c=3 in methanol)

安全信息

• 保存注意事项: 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
• 安全公开号: 26-36; 26-37
• TSCA收录: false; 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: ≥99.0% (sum of enantiomers, HPLC); 95+%; 98%; 99%
• 级别: purum
• 光学纯度: enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Empirical Formula (Hill Notation): C17H19NO

详细说明

Sigma Aldrich - 382337

包装
1, 5 g in glass bottle
100 mg in glass bottle
Application
用于制备对应的噁唑硼烷，噁唑硼烷可用于酮的硼烷介导不对称还原反应。1

参考文献

• Chiral precursor for the asymmetric reduction of ketones, see following entry.