1-Oxo-3a-methyl-perhydroinden | 16938-81-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Oxo-3a-methyl-perhydroinden
• 英文别名: 3a-methyl-3,4,5,6,7,7a-hexahydro-2H-inden-1-one
• CAS: 16938-81-1
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: PIYXYHCDERFJBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  223.7±8.0 °C(Predicted)
• 密度：
  1.001±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,4,5,6,7,8-hexahydro-2(1H)-naphthalenone 在 Lindlar's catalyst 氢溴酸 、 氢气 作用下， 以 溶剂黄146 、 叔丁醇 为溶剂， 生成 1-Oxo-3a-methyl-perhydroinden
  参考文献：
  名称：

  β，γ-不饱和环酮的光化学重排

  摘要：

  β，γ-不饱和环酮I和IV的辐照导致异常重排，产生共轭的环丙基酮IIa和Va。光产物的结构由其光谱性质推导得出，并通过将光产物转化为已知结构的化合物来证明。光产物Va已转换为10α甲基A-nor类固醇。讨论了反应的可能机理。

  DOI：

  10.1016/s0040-4020(01)96846-2

文献信息

• Electroorganic chemistry. 140. Electroreductively promoted intra- and intermolecular couplings of ketones with nitriles.
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Naoto Tominaga、Hiroshi Morita

  DOI：10.1021/jo00052a036

  日期：1992.12

  Electroreduction of gamma and delta-cyano ketones in i-PrOH with Sn cathode gave alpha-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products. Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of gamma and delta-cyano ketones in one of the key steps. Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product. The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.