2-(3,3-dimethylbutyl)adamantan-2-ol | 132259-86-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3,3-dimethylbutyl)adamantan-2-ol
• CAS: 132259-86-0
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: ORHPLIRYIUIXRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3,3-dimethylbutyl)adamantan-2-ol 在 吡啶 、 氯化亚砜 作用下， 生成 2-(3,3-Dimethyl-butylidene)-adamantane
  参考文献：
  名称：

  Solvation and steric effects on electrophilic reactivity of ethylenic compounds. 1. Stereochemistry and bromination of congested adamantylidenealkanes

  摘要：

  DOI：

  10.1021/jo00295a013
• 作为产物：
  描述：

  4^a-bromoadamantan-2-one 以 乙醚 、 正戊烷 为溶剂， 生成 2-(3,3-dimethylbutyl)adamantan-2-ol
  参考文献：
  名称：

  Syntheses and NMR spectra of substituted 2-tert-butyladamantan-2-ols

  摘要：

  The synthesis of a number of substituted 2-tert-butyladamantan-2-ols from the corresponding ketones is described. In addition to these addition reactions, some unexpected rearrangements were observed. Reaction mechanisms are proposed to rationalize the experimental results. C-13 NMR spectra of some adamantanes are discussed in terms of substituent interaction effects.

  DOI：

  10.1021/jo00005a011

文献信息

• Solvation and steric effects on electrophilic reactivity of ethylenic compounds. 1. Stereochemistry and bromination of congested adamantylidenealkanes
  作者：Marie Francoise Ruasse、Shahrokh Motallebi、Bernard Galland、John S. Lomas

  DOI：10.1021/jo00295a013

  日期：1990.4
• Syntheses and NMR spectra of substituted 2-tert-butyladamantan-2-ols
  作者：Helmut Duddeck、Doris Rosenbaum

  DOI：10.1021/jo00005a011

  日期：1991.3

  The synthesis of a number of substituted 2-tert-butyladamantan-2-ols from the corresponding ketones is described. In addition to these addition reactions, some unexpected rearrangements were observed. Reaction mechanisms are proposed to rationalize the experimental results. C-13 NMR spectra of some adamantanes are discussed in terms of substituent interaction effects.