(Z)-3-(3'-chlorophenyl)-2-nitro-2-butene | 344832-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-3-(3'-chlorophenyl)-2-nitro-2-butene
• 英文别名: 1-chloro-3-[(Z)-3-nitrobut-2-en-2-yl]benzene
• CAS: 344832-11-7
• 化学式: C₁₀H₁₀ClNO₂
• 分子量: 211.648
• InChiKey: XOUCAQVDOPSVOG-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-3-(3'-chlorophenyl)-2-nitro-2-butene 在 baker's yeast 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 1-Chloro-3-((1S,2S)-1-methyl-2-nitro-propyl)-benzene 、 1-Chloro-3-((1S,2R)-1-methyl-2-nitro-propyl)-benzene 、 (2S,3R)-3-(3'-chlorophenyl)-2-nitrobutane 、 (2R,3R)-3-(3'-chlorophenyl)-2-nitrobutane
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5
• 作为产物：
  描述：

  3-氯苯乙酮 在 正丁基锂 、 硫酸 、 硝酸 、 三乙胺 作用下， 以 乙醚 、 正己烷 、 氯仿 为溶剂， 反应 0.33h， 生成 (Z)-3-(3'-chlorophenyl)-2-nitro-2-butene
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5

文献信息

• Asymmetric reduction of nitroalkenes with baker's yeast
  作者：Yasushi Kawai、Yoshikazu Inaba、Norihiro Tokitoh

  DOI：10.1016/s0957-4166(01)00029-5

  日期：2001.2

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.