3-nitropentan-2-ol | 138751-72-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3-nitropentan-2-ol
• 英文别名: (2R,3R)-3-nitropentan-2-ol
• CAS: 138751-72-1
• 化学式: C₅H₁₁NO₃
• 分子量: 133.147
• InChiKey: CHOTTWGZEKCPHA-RFZPGFLSSA-N

物化性质

• 沸点：
  215.8±23.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 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：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴苯磺酰氯 、 3-nitropentan-2-ol 在 吡啶 作用下， 生成 4-Bromo-benzenesulfonic acid (1R,2R)-1-methyl-2-nitro-butyl ester
  参考文献：
  名称：

  Enzymatic synthesis of enantio- and diastereomerically enriched syn-3-nitro-2-pentanol

  摘要：

  The enzymatic resolution of a commercial mixture of nitropentanol isomers was achieved. The syn isomer could be obtained in high de and ee in either the (2S,3S) or (2R,3R) configuration by combining an enantioselective enzymatic acylation or deacylation with a stereoselective elimination of the minor anti isomer. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00386-9
• 作为产物：
  描述：

  3-硝基二戊醇 在 甲醇 、 novozyme 435 作用下， 以 甲苯 为溶剂， 反应 143.0h， 生成 3-nitropentan-2-ol
  参考文献：
  名称：

  Enzymatic synthesis of enantio- and diastereomerically enriched syn-3-nitro-2-pentanol

  摘要：

  The enzymatic resolution of a commercial mixture of nitropentanol isomers was achieved. The syn isomer could be obtained in high de and ee in either the (2S,3S) or (2R,3R) configuration by combining an enantioselective enzymatic acylation or deacylation with a stereoselective elimination of the minor anti isomer. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00386-9

文献信息

• Environmentally Friendly Solvent-Free Processes:  Novel Dual Catalyst System in Henry Reaction
  作者：Apurba Bhattacharya、Vikram C. Purohit、Frank Rinaldi

  DOI：10.1021/op020222c

  日期：2003.5.1

  Our environmentally benign synthesis of nitroalcohols involves a simple solvent-free condensation of an appropriate aldehyde with a 1-nitroalkane utilizing a novel dual catalytic system consisting of a mineral base and an appropriate surfactant under homogeneous conditions. By proper choice of the catalyst, base, and/or reaction conditions, the reaction can be performed to a level of >90% conversion as well as selectivity.