N-Cyclohexenylcyclohexanimine | 130800-11-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-Cyclohexenylcyclohexanimine
• 英文别名: N-(cyclohexen-1-yl)cyclohexanimine
• CAS: 130800-11-2
• 化学式: C₁₂H₁₉N
• 分子量: 177.29
• InChiKey: DQUIFFIINXUDNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  108-111 °C(Press: 1 Torr)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-Bis(2'-iodoethyl)benzene 、 N-Cyclohexenylcyclohexanimine 在 乙基溴化镁 作用下， 生成 2-[2-[3-[2-(2-oxocyclohexyl)ethyl]phenyl]ethyl]cyclohexan-1-one
  参考文献：
  名称：

  A new general synthesis of polycyclic aromatic compounds based on enamine chemistry

  摘要：

  Alkylation of enamines and enamine salts by benzylic and (beta-haloethyl)aryl halides, respectively, followed by acidic cyclodehydration and dehydrogenation provides an efficient synthetic approach to a wide range of polycyclic aromatic compounds of diverse structural types. Specific polycyclic hydrocarbons synthesized by this route include benzo[a]- and benzo[c]fluorene, 7H-dibenzo[c,g]-, 13H-dibenzo[a,i]-, and 13H-dibenzo[a,g]fluorene, 15H-tribenzo[a,c,i]fluorene, dibenzo[b,def]chrysene, benzo[rst]pentaphene, indeno[1,2-b]fluorene, fluoreno[3,4-c]fluorene, octahydrodibenz[a,j]anthracene, dibenz[a,j]anthracene, octahydrodibenz[a,h]anthracene, dibenz[a,h]anthracene, dibenz[a,h]anthracene, picene, benzo[c]picene, 1H-benz[bc]aceanthrylene, and 4H-cyclopenta[def]chrysene. This method with appropriate modifications appears to be potentially broader in scope than established traditional methods of polycyclic hydrocarbon synthesis.

  DOI：

  10.1021/jo00003a050
• 作为产物：
  描述：

  环己酮 在 tetrabutylammonium cobalt carbonylate 六甲基二硅氮烷 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 N-Cyclohexenylcyclohexanimine
  参考文献：
  名称：

  合成 2-Aza-1,3-丁二烯的新方法

  摘要：

  摘要 在含钴催化剂存在下，由羰基化合物和 1,1,1,3,3,3-六甲基二硅氮烷合成了 2-Aza-1,3-丁二烯。在 α 位支链的醛和 2-甲基环己酮的情况下，产率最高（高达 95%）。在两种α,β-不饱和酮的情况下，发现吡啶衍生物是主要产物。

  DOI：

  10.1080/00397910600946033

文献信息

• HARYEY, RONALD G.;PATAKI, JOHN;CORTEZ, CECILIA;DI, RADDO PASQUALE;YANG, C+, J. ORG. CHEM., 56,(1991) N, C. 1210-1217
  作者：HARYEY, RONALD G.、PATAKI, JOHN、CORTEZ, CECILIA、DI, RADDO PASQUALE、YANG, C+

  DOI：——

  日期：——
• New Method for the Synthesis of 2‐Aza‐1,3‐Butadienes
  作者：Attila Sisak

  DOI：10.1080/00397910600946033

  日期：2006.12

  Abstract 2‐Aza‐1,3‐butadienes have been synthesized from carbonyl compounds and 1,1,1,3,3,3‐hexamethyl‐disilazane in the presence of cobalt‐containing catalysts. The best yields (up to 95%) were achieved in the case of aldehydes branched in the α-position and 2-methylcyclohexanone. In the case of two α,β‐unsaturated ketones, pyridine derivatives were found as the main products.

  摘要 在含钴催化剂存在下，由羰基化合物和 1,1,1,3,3,3-六甲基二硅氮烷合成了 2-Aza-1,3-丁二烯。在 α 位支链的醛和 2-甲基环己酮的情况下，产率最高（高达 95%）。在两种α,β-不饱和酮的情况下，发现吡啶衍生物是主要产物。
• A new general synthesis of polycyclic aromatic compounds based on enamine chemistry
  作者：Ronald G. Harvey、John Pataki、Cecilia Cortez、Pasquale Di Raddo、Cheng Xi Yang

  DOI：10.1021/jo00003a050

  日期：1991.2

  Alkylation of enamines and enamine salts by benzylic and (beta-haloethyl)aryl halides, respectively, followed by acidic cyclodehydration and dehydrogenation provides an efficient synthetic approach to a wide range of polycyclic aromatic compounds of diverse structural types. Specific polycyclic hydrocarbons synthesized by this route include benzo[a]- and benzo[c]fluorene, 7H-dibenzo[c,g]-, 13H-dibenzo[a,i]-, and 13H-dibenzo[a,g]fluorene, 15H-tribenzo[a,c,i]fluorene, dibenzo[b,def]chrysene, benzo[rst]pentaphene, indeno[1,2-b]fluorene, fluoreno[3,4-c]fluorene, octahydrodibenz[a,j]anthracene, dibenz[a,j]anthracene, octahydrodibenz[a,h]anthracene, dibenz[a,h]anthracene, dibenz[a,h]anthracene, picene, benzo[c]picene, 1H-benz[bc]aceanthrylene, and 4H-cyclopenta[def]chrysene. This method with appropriate modifications appears to be potentially broader in scope than established traditional methods of polycyclic hydrocarbon synthesis.