2,3-Decamethylencyclopentanon | 15210-26-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-Decamethylencyclopentanon
• 英文别名: Bicyclo<10.3.0>pentadecan-13-on；Bicyclo<10.3.0>pentadec-13-on；1,2,3a,4,5,6,7,8,9,10,11,12,13,13a-Tetradecahydrocyclopenta[12]annulen-3-one
• CAS: 15210-26-1
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: ORBSPJYJRUAWAW-UHFFFAOYSA-N

物化性质

• 熔点：
  120-125 °C
• 沸点：
  321.8±10.0 °C(predicted)
• 密度：
  0.912±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-Decamethylencyclopentanon 生成 Dodecahydro-cyclopentacyclododecene-1,8-dione
  参考文献：
  名称：

  Bailey; Gilpin; Jones, Journal of the Chemical Society. Perkin transactions I, 1977, # 3, p. 265 - 270

  摘要：

  DOI：
• 作为产物：
  描述：

  bicyclo[10.3.0]pentadec-1(12)-en-13-one 在 palladium on activated charcoal 氢气 作用下， 生成 2,3-Decamethylencyclopentanon
  参考文献：
  名称：

  McAndrew,B.A.; Russell,S.W., Journal of the Chemical Society. Perkin transactions I, 1975, p. 1172 - 1180

  摘要：

  DOI：

文献信息

• Electroreductive intramolecular coupling of γ- and δ-cyanoketones
  作者：Tatsuya Shono、Naoki Kise

  DOI：10.1016/s0040-4039(00)88791-2

  日期：1990.1

  Electroreduction of γ- and δ-cyanoketones in i-PrOH gave cyclized products α-hydroxyketones and their dehydroxylated ketones, and this reaction was applied to the synthesis of dihydrojasmone, methyl dihydrojasmonate, and Rosaprostol.

  在i-PrOH中电还原γ-和δ-氰基酮，生成环化产物α-羟基酮及其脱羟基酮，并将该反应用于二氢茉莉酮，二氢茉莉酮酸甲酯和Rosaprostol的合成。
• 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.
• McAndrew,B.A.; Russell,S.W., Journal of the Chemical Society. Perkin transactions I, 1975, p. 1172 - 1180
  作者：McAndrew,B.A.、Russell,S.W.

  DOI：——

  日期：——
• New synthetic methods. A stereocontrolled approach to cyclopentane annelation
  作者：Barry M. Trost、Donald E. Keeley

  DOI：10.1021/ja00417a048

  日期：1976.1
• SHONO, TATSUYA;KISE, NAOKI, TETRAHEDRON LETT., 31,(1990) N, C. 1303-1306
  作者：SHONO, TATSUYA、KISE, NAOKI

  DOI：——

  日期：——