hexadecane-6,11-dione | 31334-96-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexadecane-6,11-dione
• CAS: 31334-96-0
• 化学式: C₁₆H₃₀O₂
• 分子量: 254.413
• InChiKey: YIIXMLOPIBRZTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hexadecane-6,11-dione 在 羟胺 作用下， 生成 hexadecane-6,11-dione dioxime
  参考文献：
  名称：

  Renson; Bonhomme, Bulletin des Societes Chimiques Belges, 1959, vol. 68, p. 667,670, 672

  摘要：

  DOI：
• 作为产物：
  描述：

  1-戊基环丙烷-1-醇 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver carbonate 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 0.25h， 以67%的产率得到hexadecane-6,11-dione
  参考文献：
  名称：

  Rhodium-Catalyzed Room Temperature C–C Activation of Cyclopropanol for One-Step Access to Diverse 1,6-Diketones

  摘要：

  A rhodium-catalyzed room temperature C-C activation of cyclopropanol has been demonstrated for the single-step synthesis of a range of electronically and sterically distinct 1,6-diketones. This reaction proceeds efficiently in shorter reaction time following a highly atom-economical pathway. To illustrate the synthetic potential of 1,6-diketones, aldol and macrocyclization reactions have been successfully demonstrated. Preliminary mechanistic studies revealed the involvement of nonradical pathways.

  DOI：

  10.1021/acs.orglett.0c00967

文献信息

• Facile synthesis of ketones from 1,1-disilylethenes via oxidation of gem-disilylalkanes
  作者：Atsushi Inoue、Junichi Kondo、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1039/b109656g

  日期：2002.1.18

  The oxidation of gem-disilylalkanes, which can be derived from 1,1-disilylethene, alkyllithiums and alkyl halides, affords the corresponding ketones.

  可以衍生自1，1-二甲硅烷基乙烯，烷基锂和卤代烷的宝石-二甲硅烷基烷烃的氧化得到相应的酮。
• Direct Synthesis of Adipic Esters and Adiponitrile via Photoassisted Cobalt‐Catalyzed Alkene Hydrodimerization
  作者：Cheng Ren、Guanghao Ji、Xiankai Li、Jing Zhang

  DOI：10.1002/chem.202201442

  日期：2022.9.22

  cobalt-catalyzed tail-to-tail hydrodimerization of activated alkenes to 1,4-difunctional butanes, providing a general route to important industrial intermediates to nylon 6,6. This protocol is highly efficient for various activated alkenes at ambient temperature utilizing hantzsch ester as a recyclable two-electron and two-proton donor with assistant of catalytic amount of base as the proton shuttle

  这项工作揭示了一种可见光诱导的钴催化尾对尾加氢二聚活性烯烃到 1,4-双官能丁烷，为尼龙 6,6 的重要工业中间体提供了一般途径。该协议对环境温度下的各种活化烯烃非常有效，利用 hantzsch 酯作为可回收的双电子和双质子供体，辅以催化量的碱作为质子穿梭。
• Rhodium-Catalyzed Room Temperature C–C Activation of Cyclopropanol for One-Step Access to Diverse 1,6-Diketones
  作者：Bedadyuti Vedvyas Pati、Asit Ghosh、P. C. Ravikumar

  DOI：10.1021/acs.orglett.0c00967

  日期：2020.4.3

  A rhodium-catalyzed room temperature C-C activation of cyclopropanol has been demonstrated for the single-step synthesis of a range of electronically and sterically distinct 1,6-diketones. This reaction proceeds efficiently in shorter reaction time following a highly atom-economical pathway. To illustrate the synthetic potential of 1,6-diketones, aldol and macrocyclization reactions have been successfully demonstrated. Preliminary mechanistic studies revealed the involvement of nonradical pathways.
• Renson; Bonhomme, Bulletin des Societes Chimiques Belges, 1959, vol. 68, p. 667,670, 672
  作者：Renson、Bonhomme

  DOI：——

  日期：——