Spiro<4.4>-nona-1,6-dien | 6569-94-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: Spiro<4.4>-nona-1,6-dien
• 英文别名: spiro[4.4]nona-3,8-diene
• CAS: 6569-94-4；39746-39-9
• 化学式: C₉H₁₂
• 分子量: 120.194
• InChiKey: YPAQMFHEPZWNBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  Spiro<4.4>-nona-1,6-dien 生成 Spiro<4.4>nona-2,4,6-trien
  参考文献：
  名称：

  Thermal rearrangements of spiro[4.4]nonapolyenes. Unusually rapid 1,5-vinyl migration

  摘要：

  DOI：

  10.1021/ja00443a074
• 作为产物：
  描述：

  2,2-di-but-3-enyl-malonic acid diethyl ester 在 Grubbs catalyst first generation lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 Spiro<4.4>-nona-1,6-dien
  参考文献：
  名称：

  Spirocycle assembly through selective tandem ring closing metathesis reactions

  摘要：

  A range of functionalised spirocyclic systems have been prepared under mild and neutral conditions by tandem selective ring closing olefin metathesis reactions. Additionally, a marked preference for 5-membered ring closure over 7-membered ring closure was observed which appears to be a result of a kinetically favoured cyclisation process. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00375-5

文献信息

• Synthesis of olefins from sterically hindered alcohols by pyrolysis of thiocarbonate O-esters
  作者：H. Gerlach、Tran Thi Houng、W. Müller

  DOI：10.1039/c39720001215

  日期：——

  Sterically hindered alcohols e.g.(I; R = H) were acylated with O-4-methylphenyl chlorothioformate in high yield and the resulting thiocarbonates were converted into olefins by pyrolysis.

  用O -4-甲基苯基氯硫代甲酸酯将位阻受阻的醇（如（I； R = H））酰化，并通过热解将所得的硫代碳酸酯转化为烯烃。
• Synthesis and Properties of Certain Spiro[4.4]nonenes¹
  作者：Donald J. Cram、B. L. Van Duuren

  DOI：10.1021/ja01618a046

  日期：1955.7
• Pyrolyses of cyclopropylketene dimer and ethyl cyclopropaneacetate
  作者：W. F. Berkowitz、A. A. Ozorio

  DOI：10.1021/jo00892a040

  日期：1975.2
• Spirocycle assembly through selective tandem ring closing metathesis reactions
  作者：Martin J. Bassindale、Peter Hamley、Andreas Leitner、Joseph P.A. Harrity

  DOI：10.1016/s0040-4039(99)00375-5

  日期：1999.4

  A range of functionalised spirocyclic systems have been prepared under mild and neutral conditions by tandem selective ring closing olefin metathesis reactions. Additionally, a marked preference for 5-membered ring closure over 7-membered ring closure was observed which appears to be a result of a kinetically favoured cyclisation process. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Thermal rearrangements of spiro[4.4]nonapolyenes. Unusually rapid 1,5-vinyl migration
  作者：M. F. Semmelhack、H. N. Weller、J. S. Foos

  DOI：10.1021/ja00443a074

  日期：1977.1