tricyclo<4.3.1.0^3,8>dec-4-one tosylhydrazone | 33801-02-4

• 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: tricyclo<4.3.1.0^3,8>dec-4-one tosylhydrazone
• 英文别名: tosylhydrazone of 4-protoadamantanone；4-protoadamantanone tosylhydrazone；4-methyl-N-(4-tricyclo[4.3.1.03,8]decanylideneamino)benzenesulfonamide
• CAS: 33801-02-4
• 化学式: C₁₇H₂₂N₂O₂S
• 分子量: 318.44
• InChiKey: QBGRJHSUEQIHBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tricyclo<4.3.1.0^3,8>dec-4-one tosylhydrazone 在 正丁基锂 作用下， 生成 三环[4.3.1.03,8]癸-4-烯
  参考文献：
  名称：

  More on Adamantene

  摘要：

  At high dilution and temperature adamantene undergoes a retro Diels-Alder cycloaddition to a triene, as well as retro-insertion reactions to give carbenes. 1,2-Diiodoadamantane and 3-diiodomethylnoradamantane react with methyllithium in the gas phase to give adamantene, which is efficiently reduced to adamantane under these conditions. Addition of adamantene to butadiene occurs in 4 + 2 and 2 + 2 fashion.

  DOI：

  10.1021/ja00140a009
• 作为产物：
  描述：

  4-protoadamantanone 、 对甲苯磺酰肼 以 甲醇 为溶剂， 反应 4.0h， 生成 tricyclo<4.3.1.0^3,8>dec-4-one tosylhydrazone
  参考文献：
  名称：

  Deuterium isotope effects on carbon-13 chemical shifts of protoadamantane. Evidence for geometrical dependence of 3.DELTA. and 4.DELTA. effects

  摘要：

  DOI：

  10.1021/ja00292a044

文献信息

• Mechanism of addition of neat trifluoroacetic acid to protoadamantene
  作者：J. Eric Nordlander、Jerome E. Haky、John P. Landino

  DOI：10.1021/ja00545a015

  日期：1980.12
• More on Adamantene
  作者：Nanying Bian、Maitland Jones

  DOI：10.1021/ja00140a009

  日期：1995.9

  At high dilution and temperature adamantene undergoes a retro Diels-Alder cycloaddition to a triene, as well as retro-insertion reactions to give carbenes. 1,2-Diiodoadamantane and 3-diiodomethylnoradamantane react with methyllithium in the gas phase to give adamantene, which is efficiently reduced to adamantane under these conditions. Addition of adamantene to butadiene occurs in 4 + 2 and 2 + 2 fashion.
• Deuterium isotope effects on carbon-13 chemical shifts of protoadamantane. Evidence for geometrical dependence of 3.DELTA. and 4.DELTA. effects
  作者：Zdenko Majerski、Miljenko Zuanic、Biserka Metelko

  DOI：10.1021/ja00292a044

  日期：1985.3