Phenyl-m-isopropylphenyl-acetylen | 29778-22-1

• 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-isopropylphenyl-acetylen
• 英文别名: 1-isopropyl-3-(2-phenylethynyl)benzene；1-(2-Phenylethynyl)-3-propan-2-ylbenzene；1-(2-phenylethynyl)-3-propan-2-ylbenzene
• CAS: 29778-22-1
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: WTGRUWORWBJFLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  m-氯枯烯 、 苯乙炔 在 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.0h， 以85%的产率得到Phenyl-m-isopropylphenyl-acetylen
  参考文献：
  名称：

  Transition-Metal-Free Alkynylation of Aryl Chlorides

  摘要：

  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.

  DOI：

  10.1021/ol2014736

文献信息

• Homolytic aromatic substitution by phenylethynyl radicals
  作者：G. Martelli、P. Spagnolo、M. Tiecco

  DOI：10.1039/j29700001413

  日期：——

  Phenylethynyl radicals, generated by the photolysis of phenyliodoacetylene, react with aromatic compounds to give substitution products. From the orientation and the relative reactivity data obtained from their reaction with several monosubstituted benzenes it is concluded that the phenylethynyl radical possesses an electrophilic character; partial rate factors for the meta- and para-positions can

  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。
• 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.