2-nitro-1-benzylcyclohexane | 180069-64-1

• 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: 2-nitro-1-benzylcyclohexane
• 英文别名: 1-benzyl-2-nitro-cyclohexane；1-Benzyl-2-nitro-cyclohexan；(2-Nitrocyclohexyl)methylbenzene
• CAS: 180069-64-1
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: WVIDEUZAFMEQMK-UHFFFAOYSA-N

物化性质

• 沸点：
  91-115 °C(Press: 0.04 Torr)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  1-硝基-1-环己烷 、 benzylmanganese(II) chloride 以 四氢呋喃 为溶剂， 以73%的产率得到2-nitro-1-benzylcyclohexane
  参考文献：
  名称：

  Additions of organomanganese reagents to conjugated nitroolefins

  摘要：

  Additions of organomanganese reagents to aromatic and aliphatic conjugated nitroolefins were examined for the first time. In most cases reaction proceeded rapidly at -30 degrees C. Unlike Mn reagents lacking beta-hydrogens (Me, Ph), which lead to oxidative coupling and reductive dimerisation of nitrostyrenes, benzylmanganese chloride gives 1,4-addition in yields exceeding Grignard or Cu-assisted additions. At 0 degrees C alkyl(Bu, Pr)-manganese reagents undergo an addition-migration-elimination process with nitrostyrenes providing a convenient and stereospecific entry into arylated trans-olefins.

  DOI：

  10.1016/0022-328x(96)06150-5

文献信息

• Buckley; Heath; Rose, Journal of the Chemical Society, 1947, p. 1502
  作者：Buckley、Heath、Rose

  DOI：——

  日期：——
• US2408607
  申请人：——

  公开号：——

  公开（公告）日：——
• Nitro olefins and organoaluminum compounds: a powerful synthetic tool in organic chemistry
  作者：Angelo Pecunioso、Rita Menicagli

  DOI：10.1021/jo00271a028

  日期：1989.5
• Additions of organomanganese reagents to conjugated nitroolefins
  作者：I.N.N. Namboothiri、Alfred Hassner

  DOI：10.1016/0022-328x(96)06150-5

  日期：1996.7

  Additions of organomanganese reagents to aromatic and aliphatic conjugated nitroolefins were examined for the first time. In most cases reaction proceeded rapidly at -30 degrees C. Unlike Mn reagents lacking beta-hydrogens (Me, Ph), which lead to oxidative coupling and reductive dimerisation of nitrostyrenes, benzylmanganese chloride gives 1,4-addition in yields exceeding Grignard or Cu-assisted additions. At 0 degrees C alkyl(Bu, Pr)-manganese reagents undergo an addition-migration-elimination process with nitrostyrenes providing a convenient and stereospecific entry into arylated trans-olefins.