3-(1-nitro-1-cyclohexyl)cyclohexanone | 106251-94-9

• 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-(1-nitro-1-cyclohexyl)cyclohexanone
• 英文别名: 3-(1-nitrocyclohexyl)cyclohexanone；3-(1-Nitrocyclohexyl)cyclohexan-1-one
• CAS: 106251-94-9
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: IRCMRFCFYVBSFA-UHFFFAOYSA-N

物化性质

• 沸点：
  358.8±31.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 、 硝基环己烷 在 aluminum oxide 、 potassium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以77%的产率得到3-(1-nitro-1-cyclohexyl)cyclohexanone
  参考文献：
  名称：

  Michael additions of nitroalkanes to .alpha.,.beta.-unsaturated carbonyl compounds using potassium fluoride/basic alumina

  摘要：

  DOI：

  10.1021/jo00384a040

文献信息

• P(RNCH₂CH₂)₃N:  Efficient 1,4-Addition Catalysts
  作者：Philip B. Kisanga、Palanichamy Ilankumaran、Brandon M. Fetterly、John G. Verkade

  DOI：10.1021/jo010228k

  日期：2002.5.1

  The 1,4-addition of primary alcohols, higher nitroalkanes, and a Schiff's base of an alpha-amino ester to alpha,beta-unsaturated substrates produces the corresponding products in moderate to excellent yields when carried out at -63 to 70 degreesC in the presence of catalytic amounts of the nonionic strong bases P(RNCH2CH2)(3)N (R = Me, i-Pr, i-Bu) in isobutyronitrile. Diastereoselectivity for the anti form of the product is high in the case of the Schiff's base in the absence of lithium ion. These catalysts are easily removed from the product by either column filtration through silica gel or via aqueous workup.
• Unusual regioselectivity in Pd(0)-catalyzed coupling of allylic monoacetates and nitroalkanes: one-pot isomerization–alkylation
  作者：Pasha M. Khan、Kirpal S. Bisht

  DOI：10.1016/j.tetlet.2010.01.025

  日期：2010.3

  A hitherto unknown palladium-catalyzed reaction of nitroalkanes with hydroxy allylic acetates is reported. The reaction led to the formation of gamma-nitrocarbonyl Compounds instead of the usual unsaturated nitroalcohol expected upon displacement of the allylic acetate group. (C) 2010 Elsevier Ltd. All rights reserved.
• BERGBREITER D. E.; LALONDE J. J., J. ORG. CHEM., 52,(1987) N 8, 1601-1603
  作者：BERGBREITER D. E.、 LALONDE J. J.

  DOI：——

  日期：——