2e-Methyl-6e-(β-cyan-ethyl)-cyclohexanon | 21197-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2e-Methyl-6e-(β-cyan-ethyl)-cyclohexanon
• 英文别名: 2-<2-Cyano-aethyl>-6-methyl-cyclohexanon；3-<2-Oxo-3-methyl-cyclohexyl>-propionitril；2β-Cyanoaethyl-6-methyl-cyclohexanon；3-(3-methyl-2-oxo-cyclohexyl)-propionitrile；3-(3-Methyl-2-oxocyclohexyl)propanenitrile
• CAS: 21197-29-5
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: YUCQTDJBOMRHKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2e-Methyl-6e-(β-cyan-ethyl)-cyclohexanon 在 sodium acetate 、 二氧化氮 作用下， 生成 N-Nitroso-N-acetyl-3-<3-methyl-2-oxo-cyclohexyl>-propylamin
  参考文献：
  名称：

  Ring enlargements. XI. Structural influences on the course of the intramolecular diazo alkane-carbonyl reaction

  摘要：

  DOI：

  10.1021/jo01279a078
• 作为产物：
  描述：

  丙烯腈 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2e-Methyl-6e-(β-cyan-ethyl)-cyclohexanon
  参考文献：
  名称：

  The Enamine Alkylation and Acylation of Carbonyl Compounds

  摘要：

  DOI：

  10.1021/ja00885a021

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.
• A NEW ALKYLATION OF CARBONYL COMPOUNDS. II¹
  作者：Gilbert Stork、Hans K. Landesman

  DOI：10.1021/ja01600a087

  日期：1956.10
• Dufey,P., Bulletin de la Societe Chimique de France, 1968, p. 4653 - 4662
  作者：Dufey,P.

  DOI：——

  日期：——
• 403. The reaction of enamines with electrophilic olefins. A synthesis of cyclobutanes
  作者：Ian Fleming、John Harley-Mason

  DOI：10.1039/jr9640002165

  日期：——
• <b>The Enamine Alkylation and Acylation of Carbonyl Compounds</b>
  作者：Gilbert. Stork、A. Brizzolara、H. Landesman、J. Szmuszkovicz、R. Terrell

  DOI：10.1021/ja00885a021

  日期：1963.1