1-chloro-2,2-diphenyl<2-2H>ethene

• 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: 1-chloro-2,2-diphenyl<2-2H>ethene
• 英文别名: (2-Chloro-2-deuterio-1-phenylethenyl)benzene
• 化学式: C₁₄H₁₁Cl
• 分子量: 215.686
• InChiKey: DLIRODSKOPSWFS-WORMITQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  在 氘代甲醇 、 乙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到1-chloro-2,2-diphenyl<2-2H>ethene
  参考文献：
  名称：

  Generation of magnesium alkylidene carbenoids from 1-halovinyl sulfoxides with grignard reagent-their property and some synthetic uses

  摘要：

  The first example of magnesium alkylidene carbenoids is described. 1-Halovinyl sulfoxides 3 (X=F, Cl, Br) were synthesized from ketones and aryl halomethyl sulfoxides in three steps in moderate to good overall yields. Ligand exchange reaction of the sulfoxides of 3 with ethylmagnesium halide in THF at low temperature afforded a magnesium alkylidene carbenoid, which reacted with several electrophiles to give new alkylidene compounds.

  DOI：

  10.1016/0040-4039(95)01435-k

文献信息

• Transformation of ketones into 1-chloro and 1,1-dichloro-1-alkenes by means of a polychloromethane-titanocene(II) system
  作者：Takeshi Takeda、Yumi Endo、A.Chandra Sheker Reddy、Rika Sasaki、Tooru Fujiwara

  DOI：10.1016/s0040-4020(99)00021-6

  日期：1999.2

  The olefination of ketones using the organotitanium species formed from Cp2Ti[P(OEt)(3)](2) and polychloromethane was studied. The reaction of the organotitanium species prepared from carbon tetrachloride with ketones produced the 1,1-dichloro-1-alkenes in good yields even when dialkyl ketones were employed. The similar olefination of ketones using chloroform afforded the 1-chloro-1-alkenes and 1,1-dichloro-1-alkenes, the ratio of which reflected the steric demand on the ketones. The titanocene chloromethylidene complex was suggested to be an active species of the reaction on the basis of the results obtained by the reaction using chloroform-d. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Generation of magnesium alkylidene carbenoids from 1-halovinyl sulfoxides with grignard reagent-their property and some synthetic uses
  作者：Tsuyoshi Satoh、Koji Takano、Hideaki Someya、Kenji Matsuda

  DOI：10.1016/0040-4039(95)01435-k

  日期：1995.9

  The first example of magnesium alkylidene carbenoids is described. 1-Halovinyl sulfoxides 3 (X=F, Cl, Br) were synthesized from ketones and aryl halomethyl sulfoxides in three steps in moderate to good overall yields. Ligand exchange reaction of the sulfoxides of 3 with ethylmagnesium halide in THF at low temperature afforded a magnesium alkylidene carbenoid, which reacted with several electrophiles to give new alkylidene compounds.