1,1,2,2-tetradeuteriospiro<2.3>hexane | 153083-49-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: 1,1,2,2-tetradeuteriospiro<2.3>hexane
• 英文别名: 1,1,2,2-tetradeuteriospiro[2.3]hexane
• CAS: 153083-49-9
• 化学式: C₆H₁₀
• 分子量: 86.1136
• InChiKey: FYGUBWKMMCWIKB-CQOLUAMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,1,2,2-tetradeuteriospiro<2.3>hexane 生成 乙烯 、 乙烯-d4
  参考文献：
  名称：

  Laser-powered decomposition of spiro[2.n]alkanes (n = 2-5)

  摘要：

  The laser heating of spiro[2.n]alkanes (n = 2-5) and of their 1,1,2,2-tetradeuterated isotopomers reveals dissimilar modes of their thermal decomposition. Spiropentane decomposes into ethene and propadiene via two competing routes: the direct cleavage and the more important cleavage via intermediary methylenecyclobutane. Spirohexane decomposes through two important concurrent pathways which are the expulsions of ethene from the three-membered ring and a more feasible expulsion of ethene from the four-membered ring. Spiroheptane and spirooctane decompose by a radical-chain mechanism and afford complex mixtures of products; upon addition of propene both compounds rearrange into two cycloalkanes wherein the larger ring of the spiroalkane is preserved and substituted with ethylidene and a vinyl group.

  DOI：

  10.1021/jo00079a015
• 作为产物：
  描述：

  1,1-环丁烷-乙二酸二乙酯 在 sodium hydroxide 、 lithium aluminium deuteride 、 溴 、 ethylene diamine tetraacetic acid tetrasodium salt 、 三苯基膦 、 sodium iodide 、 锌 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1,1,2,2-tetradeuteriospiro<2.3>hexane
  参考文献：
  名称：

  Laser-powered decomposition of spiro[2.n]alkanes (n = 2-5)

  摘要：

  The laser heating of spiro[2.n]alkanes (n = 2-5) and of their 1,1,2,2-tetradeuterated isotopomers reveals dissimilar modes of their thermal decomposition. Spiropentane decomposes into ethene and propadiene via two competing routes: the direct cleavage and the more important cleavage via intermediary methylenecyclobutane. Spirohexane decomposes through two important concurrent pathways which are the expulsions of ethene from the three-membered ring and a more feasible expulsion of ethene from the four-membered ring. Spiroheptane and spirooctane decompose by a radical-chain mechanism and afford complex mixtures of products; upon addition of propene both compounds rearrange into two cycloalkanes wherein the larger ring of the spiroalkane is preserved and substituted with ethylidene and a vinyl group.

  DOI：

  10.1021/jo00079a015

文献信息

• Laser-powered decomposition of spiro[2.n]alkanes (n = 2-5)
  作者：Radek Fajgar、Josef Pola

  DOI：10.1021/jo00079a015

  日期：1993.12

  The laser heating of spiro[2.n]alkanes (n = 2-5) and of their 1,1,2,2-tetradeuterated isotopomers reveals dissimilar modes of their thermal decomposition. Spiropentane decomposes into ethene and propadiene via two competing routes: the direct cleavage and the more important cleavage via intermediary methylenecyclobutane. Spirohexane decomposes through two important concurrent pathways which are the expulsions of ethene from the three-membered ring and a more feasible expulsion of ethene from the four-membered ring. Spiroheptane and spirooctane decompose by a radical-chain mechanism and afford complex mixtures of products; upon addition of propene both compounds rearrange into two cycloalkanes wherein the larger ring of the spiroalkane is preserved and substituted with ethylidene and a vinyl group.