(R)-1-bromo-2-butanol | 117365-09-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (R)-1-bromo-2-butanol
• 英文别名: (-)(R)-1-bromo-butanol-(2)；(-)(R)-1-Brom-butanol-(2)；(2R)-1-Bromobutan-2-OL；(2R)-1-bromobutan-2-ol
• CAS: 117365-09-0
• 化学式: C₄H₉BrO
• 分子量: 153.019
• InChiKey: DMRXISNUOWIOKV-SCSAIBSYSA-N

物化性质

• 沸点：
  165.9±13.0 °C(Predicted)
• 密度：
  1.448±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  溴丁醇 生成 (R)-1-bromo-2-butanol
  参考文献：
  名称：

  Enantiomerically enriched bifunctional sec-alcohols prepared by Candida antarctica lipase B catalysis. Evidence of non-steric interactions

  摘要：

  Transesterification catalysed by Candida antarctica lipase B was used for the preparation of enantiomerically enriched bifunctional sec-alcohols. The enantiomeric ratio, E, for 3-butyn-2-ol was increased from 1.3 to over 500 by adding an easily removable protecting group. Kinetic resolution of bromohydrins and chlorohydrins bearing a halogen on the large substituent showed high enantioselectivity (E>80). On the other hand, halohydrins with the halogen on the medium group showed low E. Large differences in enantioselectivity were found by substituting the halogen atom of 1-halo-2-alkanols by a methyl group. These differences corresponded to more than 2 kcal mol(-1) and were ascribed to non-steric interactions. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00004-9

文献信息

• Levene; Walti, Journal of Biological Chemistry, 1931, vol. 94, p. 365
  作者：Levene、Walti

  DOI：——

  日期：——
• Enantiomerically enriched bifunctional sec-alcohols prepared by Candida antarctica lipase B catalysis. Evidence of non-steric interactions
  作者：Didier Rotticci、Christian Orrenius、Karl Hult、Torbjörn Norin

  DOI：10.1016/s0957-4166(97)00004-9

  日期：1997.2

  Transesterification catalysed by Candida antarctica lipase B was used for the preparation of enantiomerically enriched bifunctional sec-alcohols. The enantiomeric ratio, E, for 3-butyn-2-ol was increased from 1.3 to over 500 by adding an easily removable protecting group. Kinetic resolution of bromohydrins and chlorohydrins bearing a halogen on the large substituent showed high enantioselectivity (E>80). On the other hand, halohydrins with the halogen on the medium group showed low E. Large differences in enantioselectivity were found by substituting the halogen atom of 1-halo-2-alkanols by a methyl group. These differences corresponded to more than 2 kcal mol(-1) and were ascribed to non-steric interactions. (C) 1997 Elsevier Science Ltd. All rights reserved.