1-¹³C-4,4-diphenylcyclohex-2-enone

• 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: 1-¹³C-4,4-diphenylcyclohex-2-enone
• 英文别名: 4,4-diphenyl(113C)cyclohex-2-en-1-one
• 化学式: C₁₈H₁₆O
• 分子量: 249.313
• InChiKey: LUFGFXHHSGISSL-CAAGJAQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙酸异丙烯酯 、 1-¹³C-4,4-diphenylcyclohex-2-enone 在 对甲苯磺酸 作用下， 反应 10.0h， 以44%的产率得到2-¹³C-5,5-diphenyl-2-acetoxy-1,3-cyclohexadiene
  参考文献：
  名称：

  4,4-Diphenylcyclohexa-2,5-dienylidene:  Rearrangement via an Isobenzene Pathway

  摘要：

  Pyrolytic decompostition of the Li salt of the tosylhydrazone of 4,4-diphenyl-2,5-cyclohexadienone produces a mixture of products which includes biphenyl, p-terphenyl, the azine of 4,4-diphenyl-2,5-cyclohexadienone, and o-terphenyl. C-13 labeling studies and computational results (semiempirical AM1 and density functional B3LYP/6-31G* molecular orbital calculations) elucidate the mechanistic pathway for the formation of o-terphenyl. A single mechanism is involved which proceeds through formation of an isobenzene species followed by subsequent phenyl and hydrogen migrations.

  DOI：

  10.1021/jo982400z
• 作为产物：
  描述：

  联苯乙醛 、 2-¹³C-4-diethylamino-2-butanone methiodide 在 sodium methylate 作用下， 以 甲醇 、 苯 为溶剂， 以60%的产率得到1-¹³C-4,4-diphenylcyclohex-2-enone
  参考文献：
  名称：

  4,4-Diphenylcyclohexa-2,5-dienylidene:  Rearrangement via an Isobenzene Pathway

  摘要：

  Pyrolytic decompostition of the Li salt of the tosylhydrazone of 4,4-diphenyl-2,5-cyclohexadienone produces a mixture of products which includes biphenyl, p-terphenyl, the azine of 4,4-diphenyl-2,5-cyclohexadienone, and o-terphenyl. C-13 labeling studies and computational results (semiempirical AM1 and density functional B3LYP/6-31G* molecular orbital calculations) elucidate the mechanistic pathway for the formation of o-terphenyl. A single mechanism is involved which proceeds through formation of an isobenzene species followed by subsequent phenyl and hydrogen migrations.

  DOI：

  10.1021/jo982400z

文献信息

• 4,4-Diphenylcyclohexa-2,5-dienylidene:  Rearrangement via an Isobenzene Pathway
  作者：Peter K. Freeman、James K. Pugh

  DOI：10.1021/jo982400z

  日期：1999.5.1

  Pyrolytic decompostition of the Li salt of the tosylhydrazone of 4,4-diphenyl-2,5-cyclohexadienone produces a mixture of products which includes biphenyl, p-terphenyl, the azine of 4,4-diphenyl-2,5-cyclohexadienone, and o-terphenyl. C-13 labeling studies and computational results (semiempirical AM1 and density functional B3LYP/6-31G* molecular orbital calculations) elucidate the mechanistic pathway for the formation of o-terphenyl. A single mechanism is involved which proceeds through formation of an isobenzene species followed by subsequent phenyl and hydrogen migrations.