1-methyl-8,8-diphenylheptafulvene

• 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-methyl-8,8-diphenylheptafulvene
• 英文别名: 7-Benzhydrylidene-1-methylcyclohepta-1,3,5-triene
• 化学式: C₂₁H₁₈
• 分子量: 270.374
• InChiKey: BIJAVCVIGOJHCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  四氰基乙烯 、 1-methyl-8,8-diphenylheptafulvene 以 苯 为溶剂， 反应 720.0h， 以54%的产率得到4-diphenylmethylene-3-methylbicyclo[3.2.2]nona-2,6-diene-8,8,9,9-tetracarbonitrile
  参考文献：
  名称：

  摘要：

  Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect N-H bonds in nitrogen-containing heterocycles and O-H bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.

  DOI：

  10.1023/a:1021672317335
• 作为产物：
  描述：

  5-methyl-2-trityl-2H-tetrazole 以 十二烷 为溶剂， 反应 3.0h， 以76%的产率得到1-methyl-8,8-diphenylheptafulvene
  参考文献：
  名称：

  摘要：

  Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect N-H bonds in nitrogen-containing heterocycles and O-H bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.

  DOI：

  10.1023/a:1021672317335

文献信息

• ——
  作者：L. V. Myznikov、T. V. Artamonova、V. K. Bel'skii、A. I. Stash、N. K. Skvortsov、G. I. Koldobskii

  DOI：10.1023/a:1021672317335

  日期：——

  Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect N-H bonds in nitrogen-containing heterocycles and O-H bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.