1,1-Biscyclohexane | 143463-45-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-Biscyclohexane
• 英文别名: Dideuterio-[1-[dideuterio(hydroxy)methyl]cyclohexyl]methanol
• CAS: 143463-45-0
• 化学式: C₈H₁₆O₂
• 分子量: 148.182
• InChiKey: ORLQHILJRHBSAY-KXGHAPEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-Biscyclohexane 在 溴 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以61%的产率得到1,1-Bis[bromo(dideuterio)methyl]cyclohexane
  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：

  环己烷二甲酸 在 lithium aluminium deuteride 作用下， 生成 1,1-Biscyclohexane
  参考文献：
  名称：

  Studies on the chemistry of diols and cyclic ethers-53. Dehydration of 1,1-bishydroxymethylcycloalkanes: a quest for a 1,3-hydride shift

  摘要：

  A study of the sulphuric acid-catalysed dehydrations of 1,1-bishydroxymethyl-cyclopropane, -cyclobutane, -cyclopentane and -cyclohexane (1a-1d) revealed that the product distributions are determined by the relative stabilities of carbenium ions and cycloalkane rings. The transformation of 1,1-bis [dideuteriohydroxymethyl] cyclohexane under kinetic control furnished evidence of a 1,3-hydride shift.

  DOI：

  10.1016/s0040-4020(01)81585-4

文献信息

• Studies on the chemistry of diols and cyclic ethers-53. Dehydration of 1,1-bishydroxymethylcycloalkanes: a quest for a 1,3-hydride shift
  作者：Árpád Molnár、Imre Bucsi、Mihály Bartók

  DOI：10.1016/s0040-4020(01)81585-4

  日期：1992.6

  A study of the sulphuric acid-catalysed dehydrations of 1,1-bishydroxymethyl-cyclopropane, -cyclobutane, -cyclopentane and -cyclohexane (1a-1d) revealed that the product distributions are determined by the relative stabilities of carbenium ions and cycloalkane rings. The transformation of 1,1-bis [dideuteriohydroxymethyl] cyclohexane under kinetic control furnished evidence of a 1,3-hydride shift.
• 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.