1-(3'-methylphenyl)-2-nitrobutane

• 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: 1-(3'-methylphenyl)-2-nitrobutane
• 英文别名: 1-Methyl-3-(2-nitrobutyl)benzene；1-methyl-3-(2-nitrobutyl)benzene
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: YUJUXADTIVWIEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-1-(3'-methylphenyl)-2-nitro-1-butene 在 baker's yeast 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以23%的产率得到1-(3'-methylphenyl)-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

文献信息

• Benzylation of Nitroalkanes Using Copper-Catalyzed Thermal Redox Catalysis: Toward the Facile C-Alkylation of Nitroalkanes
  作者：Peter G. Gildner、Amber A. S. Gietter、Di Cui、Donald A. Watson

  DOI：10.1021/ja304561c

  日期：2012.6.20

  The C-alkylation of nitroalkanes under mild conditions has been a significant challenge in organic synthesis for more than a century. Herein we report a simple Cu(I) catalyst, generated in situ, that is highly effective for C-benzylation of nitroalkanes using abundant benzyl bromides and related heteroaromatic compounds. This process, which we believe proceeds via a thermal redox mechanism, allows

  一个多世纪以来，在温和条件下硝基烷烃的 C-烷基化一直是有机合成中的重大挑战。在此，我们报告了一种原位生成的简单 Cu(I) 催化剂，该催化剂使用丰富的苄基溴和相关的杂芳族化合物对硝基烷烃的 C-苄基化非常有效。我们相信这个过程是通过热氧化还原机制进行的，可以在温和的反应条件下获得各种复杂的硝基烷烃，并且代表了开发用于硝基烷烃烷基化的通用催化系统的第一步。
• 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.