2-乙烯基-1,1-二甲基环丙烷 | 7736-30-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 2-乙烯基-1,1-二甲基环丙烷
• 中文别名: 哌嗪,1-[2-(2-甲氧基乙氧基)苯基]-
• 英文名称: 1,1-dimethyl-2-vinylcyclopropane
• 英文别名: 2-Ethenyl-1,1-dimethylcyclopropane
• CAS: 7736-30-3
• 化学式: C₇H₁₂
• 分子量: 96.1723
• InChiKey: YSOKYLAPSSLJTL-UHFFFAOYSA-N

物化性质

• 沸点：
  75 °C
• 密度：
  0.854±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2-乙烯基-1,1-二甲基环丙烷 、 苯甲醛 在 (环戊二烯基)2ZR 作用下， 生成 (E)-5,5-dimethyl-1-phenyl-3-hexen-1-ol
  参考文献：
  名称：

  Regioselective bond cleavage of vinylcyclopropane derivatives with the“zirconocene-butene” complex

  摘要：

  The regioselective bond cleavage of vinylcyclopropanes with zirconocene-butene complex gave eta(3)-and/or eta(1)-allylic zirconocene derivatives depending on the substitutional pattern of the cyclopropyl ring. The reactions and characterization of the complexes were carried out.

  DOI：

  10.1016/s0040-4039(00)78559-5
• 作为产物：
  描述：

  3,3-二甲基-1,4-戊二烯 反应 24.0h， 生成 2-乙烯基-1,1-二甲基环丙烷
  参考文献：
  名称：

  Mercury-photosensitized reactions of 1,4-dienes

  摘要：

  DOI：

  10.1021/ja00995a017

文献信息

• Mechanistic aspects of gas-phase photodecarbonylation reactions of bicyclo[3.1.0]hexanones
  作者：Patrick S. Mariano、Elliott Bay、Darrell G. Watson、Timothy Rose、Christopher Bracken

  DOI：10.1021/jo01298a004

  日期：1980.5
• Synthesis of cyclopropane hydrocarbons on the basis of addition of Grignard reagents to the double bond of cyclopropenes
  作者：T. Yu. Rudashevskaya、O. A. Nesmeyanova

  DOI：10.1007/bf00954284

  日期：1983.8
• Vinylcyclopropanation of olefins with vinyldiazomethane
  作者：Robert G. Salomon、Mary F. Salomon、Timothy R. Heyne

  DOI：10.1021/jo00894a019

  日期：1975.3
• Complexation of Vinylcyclopropanes with Zirconocene−1-butene Complex:  Application to the Stereocontrolled Synthesis of Steroidal Side Chains
  作者：Susumu Harada、Hiromichi Kiyono、Ryoko Nishio、Takeo Taguchi、Yuji Hanzawa、Motoo Shiro

  DOI：10.1021/jo962064r

  日期：1997.6.13

  Reactions of vinylcyclopropane derivatives with a zirconocene-1-butene complex (''Cp2Zr'') caused regioselective cleavage of the cyclopropyl bond to give eta(3) pi-allylic and/or eta(1) sigma-allylic complexes. The regioselectivity of the bond cleavage and the formation of a eta(3) pi-allylic or eta(1) sigma-allylic complex depend on the bulkiness of the substituents on the cyclopropyl group and the presence of leaving functionality. A catalytic use of ''Cp2Zr'' in the presence of excess Grignard reagent also caused a ring opening of the vinylcyclopropane derivatives with the same sense of regiochemical selectivity. The reaction of the thermally equilibrated ''Cp2Zr''-propenylcyclopropane complex with acetone indicated the possibility for the synthesis of the steroidal side chain in either natural or unnatural forms. The synthetic utility of the present ''Cp2Zr''-vinylcyclopropane chemistry was ascertained by the stereocontrolled preparation of the C-20, C-24 dimethylated steroidal side chain which is identical to the active metabolite of vitamin D-2.
• Chlorovinylcarbenoid: Synthesis of<i>gem</i>-Chlorovinylcyclopropanes
  作者：Robert A. Moss、Ramesh C. Munjal

  DOI：10.1055/s-1979-28701

  日期：——