2-十二碳-11-烯基环氧乙烷 | 69227-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 2-十二碳-11-烯基环氧乙烷
• 英文名称: 1,2-Epoxy-11-tetradecene
• 英文别名: 2-dodec-11-enyloxirane
• CAS: 69227-94-7
• 化学式: C₁₄H₂₆O
• 分子量: 210.36
• InChiKey: GPOAUVOYIHAVKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  碘苯 、 2-十二碳-11-烯基环氧乙烷 在 palladium diacetate lithium formate 、 四丁基氯化铵 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (Z)-14-Phenyl-tetradec-2-en-1-ol 、 (E)-14-Phenyl-tetradec-2-en-1-ol
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling of aryl halides and olefinic epoxides via palladium migration

  摘要：

  The palladium-catalyzed cross-coupling of aryl halides and olefinic epoxides bearing one to ten carbons between the two functional groups affords good yields of arylated allylic alcohols by a palladium migration process.

  DOI：

  10.1021/jo00313a006
• 作为产物：
  描述：

  (1,13-十四烷二)烯 在 NPV₆Mo₆ 氧气 、 异丁醛 作用下， 以 1,2-二氯乙烷 为溶剂， 25.0 ℃ 、101.32 kPa 条件下， 反应 4.0h， 生成 2-十二碳-11-烯基环氧乙烷
  参考文献：
  名称：

  Oxidation of organic substrates by a molecular oxygen/aldehyde/heteropolyoxometalate system

  摘要：

  Heteropolyoxometalate-catalyzed oxidations of organic compounds such as olefins and cyclic ketones with molecular oxygen in the presence of an aldehyde were examined. Olefins were epoxidized with dioxygen in the presence of 2 equiv of 2-methylpropanal under the influence of a catalytic amount of the mixed heteropolyoxometalate NPV6Mo6 (3) to give the corresponding epoxides in moderate to good yields. This catalytic oxidation method was also applied to the epoxidation of allylic and homoallylic alcohols. In the absence of olefins, the aldehydes were efficiently converted into the corresponding carboxylic acids. In addition, the Baeyer-Villiger oxidation of cyclic ketones was accomplished by using benzaldehyde instead of 2-methylpropanal as the aldehyde.

  DOI：

  10.1021/jo00075a043

文献信息

• LAROCK, RICHARD C.;LEUNG, WAI-YEE, J. ORG. CHEM., 55,(1990) N6, C. 6244-6245
  作者：LAROCK, RICHARD C.、LEUNG, WAI-YEE

  DOI：——

  日期：——
• US4106986A
  申请人：——

  公开号：US4106986A

  公开（公告）日：1978-08-15
• Oxidation of organic substrates by a molecular oxygen/aldehyde/heteropolyoxometalate system
  作者：Masatoshi Hamamoto、Kouichi Nakayama、Yutaka Nishiyama、Yasutaka Ishii

  DOI：10.1021/jo00075a043

  日期：1993.11

  Heteropolyoxometalate-catalyzed oxidations of organic compounds such as olefins and cyclic ketones with molecular oxygen in the presence of an aldehyde were examined. Olefins were epoxidized with dioxygen in the presence of 2 equiv of 2-methylpropanal under the influence of a catalytic amount of the mixed heteropolyoxometalate NPV6Mo6 (3) to give the corresponding epoxides in moderate to good yields. This catalytic oxidation method was also applied to the epoxidation of allylic and homoallylic alcohols. In the absence of olefins, the aldehydes were efficiently converted into the corresponding carboxylic acids. In addition, the Baeyer-Villiger oxidation of cyclic ketones was accomplished by using benzaldehyde instead of 2-methylpropanal as the aldehyde.
• Palladium-catalyzed cross-coupling of aryl halides and olefinic epoxides via palladium migration
  作者：Richard C. Larock、Wai Yee Leung

  DOI：10.1021/jo00313a006

  日期：1990.12

  The palladium-catalyzed cross-coupling of aryl halides and olefinic epoxides bearing one to ten carbons between the two functional groups affords good yields of arylated allylic alcohols by a palladium migration process.