Phenyl-m-tert-butylphenyl-acetylen | 29778-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phenyl-m-tert-butylphenyl-acetylen
• 英文别名: 1-(1,1-dimethylethyl)-3-(2-phenylethynyl)benzene；1-Tert-butyl-3-(2-phenylethynyl)benzene
• CAS: 29778-25-4
• 化学式: C₁₈H₁₈
• 分子量: 234.341
• InChiKey: FHTDLDWPHGEWPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Phenyl-m-tert-butylphenyl-acetylen 在 对甲苯磺酸 ammonium persulfate 、 二苯基二硒醚 、 水 作用下， 生成 (3-tert-butylphenyl)phenylethanedione
  参考文献：
  名称：

  Selenium-mediated conversion of alkynes into .alpha.-dicarbonyl compounds

  摘要：

  The reaction of terminal and internal alkynes with diphenyl diselenide and ammonium peroxydisulfate in methanol proceeds smoothly to give alpha-keto acetals and alpha-keto ketals, respectively. This one-pot procedure is suggested to proceed through the initial formation of phenylselenenyl sulfate, a strong electrophilic reagent which effects the methoxyselenenylation of the alkynes. The addition products thus formed suffer methoxydeselenenylation giving the observed products and regenerating the phenylselenenylating agent. In some cases the reaction can be carried out using only catalytic amounts of diphenyl diselenide. The same reaction carried out in the presence of water or of ethylene glycol gives the unprotected or the diprotected alpha-dicarbonyl compounds, respectively.

  DOI：

  10.1021/jo00014a038
• 作为产物：
  描述：

  叔丁基苯 、 (碘乙炔基)苯 生成 Phenyl-m-tert-butylphenyl-acetylen
  参考文献：
  名称：

  苯乙炔基的均质芳族取代

  摘要：

  由苯碘乙炔的光解产生的苯乙炔基与芳族化合物反应生成取代产物。从它们与几种单取代的苯的反应获得的取向和相对反应性数据可以得出结论，苯乙炔基具有亲电特性。局部速率的因素为间位-和对位-位可以用哈米特相关联σ参数以得到负ρ值。描述了许多新的单取代的二苯基乙炔。

  DOI：

  10.1039/j29700001413

文献信息

• Transition-Metal-Free Alkynylation of Aryl Chlorides
  作者：Thanh Truong、Olafs Daugulis

  DOI：10.1021/ol2014736

  日期：2011.8.19

  Two sets of conditions have been developed for a base-mediated, transition-metal-free alkynylation of aryl chlorides that proceeds via benzyne intermediates. The first set of conditions Involves the use of TMPLI base in a pentane/THF mixture at 25 degrees C. The second set Involves use of a metal alkoxide base in dioxane at elevated temperature. Reasonable functional group tolerance has been observed. Fluoro, trifluoromethyl, silyl, cyano, and alcohol functionalities are compatible with the reaction conditions.