6,6-二甲基双环[3.1.1]庚烷-2-醇 | 28664-08-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 6,6-二甲基双环[3.1.1]庚烷-2-醇
• 英文名称: Nopinol
• 英文别名: 6,6-dimethyl-norpinan-2-ol；6,6-Dimethylbicyclo[3.1.1]heptan-2-OL
• CAS: 28664-08-6
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: DEDZBEBBIUTZAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  199.1±8.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)
• LogP：
  2.269 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• 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

安全信息

• 海关编码：
  2906199090

反应信息

• 作为反应物：
  描述：

  6,6-二甲基双环[3.1.1]庚烷-2-醇 在 potassium hydrogensulfate 作用下， 生成 7,7-二甲基双环[3.1.1]庚-3-烯
  参考文献：
  名称：

  Komppa; Hasselstroem, Annales Academiae Scientiarum Fennicae, Series A, 1929, vol. 30, # 14, p. 3

  摘要：

  DOI：
• 作为产物：
  描述：

  6,6-二甲基二环[3.1.1]庚烷-2-酮 在 Sn-beta (2 wt percent SnO₂) zeolite 仲丁醇 作用下， 反应 6.0h， 生成 6,6-二甲基双环[3.1.1]庚烷-2-醇
  参考文献：
  名称：

  Water-resistant solid Lewis acid catalysts: Meerwein–Ponndorf–Verley and Oppenauer reactions catalyzed by tin-beta zeolite

  摘要：

  The catalytic activity of Sn-beta zeolite in the Meerwein-Pondorf-Verley (MPV) reduction of carbonyl compounds with secondary alcohols as reductants and Oppenauer oxidation of alcohols were performed with quantitative yields to the corresponding product. This catalyst exhibits a behavior not observed with Ti- and Al-beta zeolites, with excellent activity and selectivity even after four catalytic recycles, and good stereoselectivities to the thermodynamic less favorable cis-alcohol isomer when alkyl-cylohexanones were used as substrates. A prochiral ketone has been reduced within an enantiomeric excess close to 50% when using a chiral alcohol as the reducing reactant. Other transition metals incorporated in the beta zeolite framework (V or B) led to poor catalytic activities for this reaction. IR studies using cyclohexanone as probe molecule over beta zeolites demonstrated that the more specific Lewis acid sites in the framework of Sn-beta are responsibles for its better catalytic activity with respect to Ti- or Al-beta. The influence of the structure of the alcohol and ketone shows that reaction transition states that by size can be fitted within the pore of beta may have problems forming on the Lewis acid sites due to the shielding effect of the neighbor framework oxygen atoms. Finally, Sn-beta containing organic groups attached to the structure is able to perform the MPV in the presence of water, offering a real alternative to conventional aluminum iso-propoxide catalysts. (C) 2003 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0021-9517(03)00014-9

文献信息

• Wallach; Blumann, Chemisches Zentralblatt, 1907, vol. 78, # II, p. 982
  作者：Wallach、Blumann

  DOI：——

  日期：——
• Wallach; Blumann, Justus Liebigs Annalen der Chemie, 1907, vol. 356, p. 228
  作者：Wallach、Blumann

  DOI：——

  日期：——
• ANTIMICROBIAL COMPOSITION
  申请人：Unilever N.V.

  公开号：EP2866569A1

  公开（公告）日：2015-05-06
• US4053511A
  申请人：——

  公开号：US4053511A

  公开（公告）日：1977-10-11
• US7902305B2
  申请人：——

  公开号：US7902305B2

  公开（公告）日：2011-03-08

表征谱图