(1R,2R)-1-甲基-2-辛基环丁醇 | 102396-68-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (1R,2R)-1-甲基-2-辛基环丁醇
• 英文名称: (1R,2R)-1-methyl-2-octylcyclobutanol
• CAS: 102396-68-9；102396-82-7
• 化学式: C₁₃H₂₆O
• 分子量: 198.349
• InChiKey: FXLLGCJZKTXKPI-OLZOCXBDSA-N

物化性质

• 沸点：
  246.5±8.0 °C(Predicted)
• 密度：
  0.889±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-十三烷酮 以 叔丁醇 为溶剂， 生成 (1R,2R)-1-甲基-2-辛基环丁醇 、 (1R,2R)-1-甲基-2-辛基环丁醇
  参考文献：
  名称：

  Liquid-crystalline solvents as mechanistic probes. 22. The influence of smectic order of n-butyl stearate and lyotropic gels on the diastereomeric ratio of cyclobutanols from the Norrish II reactions of aliphatic, linear ketones

  摘要：

  DOI：

  10.1021/ja00271a071

文献信息

• Liquid-crystalline solvents as mechanistic probes. 23. norrish II reactions of 2- and -alkanones in the isotropic, smectic B, and crystallin
  作者：Richard L. Treanor、Richard G. Weiss

  DOI：10.1016/s0040-4020(01)90257-1

  日期：1987.1

  have been irradiated in the isotropic, smectic B, and two solid phases of n-butyl stearate (BS). The lengths of the ketones were varied from 11 to 31 carbons. The ratios of elimination/cyclization products and diastereomeric cyclobutanol products were measured for each as a function of temperature and BS phase. The effect of 1 and 2 on the phase transition temperatures of BS has been correlated with changes

  在各向同性近晶B和硬脂酸正丁酯（BS）的两个固相中辐照了在2个或中心位置（分别为1和2）上具有羰基的正烷烃。酮的长度在11至31个碳之间变化。分别测量消除/环化产物和非对映体环丁醇产物的比例与温度和BS相的关系。1和2对BS相变温度的影响已与乘积比的变化相关。实验表明，在将1和2装入BS的有序相的难易程度与溶剂基质影响酮光化学的程度之间存在非常敏感的协作关系。溶剂顺序对产物比率的影响在1和2上明显不同。
• Selectivity in the Photoproduct Ratios from Norrish II Reactions of a Homologous Series of 2-Alkanones in Their Melt and Solid Phases. Comparison with Other Environments
  作者：Richard G. Weiss、Sosale Chandrasekhar、Patricia M. Vilalta

  DOI：10.1135/cccc19930142

  日期：——

  The product ratios from Norrish II reactions of 2-tridecanone, 2-tetradecanone, 2-pentadecanone, 2-hexadecanone, 2-heptadecanone, and 2-nonadecanone have been measured at low percents of conversion in the melt and solid phases. Although elimination/cyclization photoproduct ratios from the neat crystals are > 60 in optimal cases, the ratios of cyclobutanol diastereomers (cyclization products) remain near those observed from melt irradiations. From comparisons of the photoproduct selectivities in the neat solids and in their solid solutions, where the solvent molecules are similar in size and shape to the 2-alkanones, it is concluded that the crystalline lattices of some foreign hosts offer environments to the pre-product biradical intermediates, which are at least as restrictive as the environments of the solid 2-alkanones.

  使用熔融和固相低百分比转化率测量了2-十三酮，2-十四酮，2-十五酮，2-十六酮，2-十七酮和2-十九酮的Norrish II反应产物比例。尽管在最佳情况下，纯晶体中的消除/环化光产物比率> 60，但环丁醇二对映体（环化产物）的比率保持接近于从熔融辐照中观察到的比率。通过比较纯固体和它们的固体溶液中的光产物选择性，其中溶剂分子与2-烷酮的大小和形状相似，得出结论，一些外部宿主的晶体晶格为前产物双基中间体提供了至少与固态2-烷酮环境一样严格的环境。