4,4-diphenyl-3-methyl-1-butene | 42842-47-7

• 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: 4,4-diphenyl-3-methyl-1-butene
• 英文别名: (2-Methyl-1-phenylbut-3-enyl)benzene；(2-methyl-1-phenylbut-3-enyl)benzene
• CAS: 42842-47-7
• 化学式: C₁₇H₁₈
• 分子量: 222.33
• InChiKey: NEJRCNURQQPNMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  306.0±22.0 °C(Predicted)
• 密度：
  0.962±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  4
• 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：

  2-丁烯基溴 、 二苯基溴甲烷 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以80%的产率得到4,4-diphenyl-3-methyl-1-butene
  参考文献：
  名称：

  Regioselective cross-coupling of allylindium reagents with activated benzylic bromides—a simple and efficient procedure for the synthesis of terminal alkenes

  摘要：

  Allylindium reagents undergo facile and highly regioselective cross-coupling with benzylic and cinnamyl bromides in THF at room temperature without any catalyst producing terminal alkenes in high yields. The addition is highly regioselective and is found to provide gamma-adducts in all reactions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.025

文献信息

• Radical Reaction Initiated and Stereocontrolled by Zinc Chloride
  作者：Yoshinori Yamamoto、Setsuko Onuki、Masatoshi Yumoto、Naoki Asao

  DOI：10.3987/com-97-s(n)71

  日期：——

  The reaction of allyltributyltin with methyl 2-[N-((4S)-4-(1-methylethyl)-2-oxazolidinone-3-carbamoyl)amino]-2-bromoacetate (5a) was accelerated at -50 degrees C in the presence of AIBN and stopped in the presence of galvinoxyl, indicating that the reaction proceeds through a radical mechanism. The reaction was accelerated dramatically at -78 degrees C in the presence of ZnCl2 . OEt2, and the ZnCl2-mediated reaction was stopped in the presence of galvinoxyl. In the presence of 2 equiv ZnCl2 . OEt2, the reaction afforded methyl (2R)-2-[N-((4S)-4-(1-methylethyl)-2-oxazolidinone-3- carbamoyl)amino]4-pentenoate 6a(R)} with high diastereoselectivity (93:7). Taken together, ZnCl2 . OEt2 works as a radical initiator as well as chelating agent.
• Reactions of diphenylcarbene with alkenes, alkynes, and alkenynes
  作者：William J. Baron、Michael E. Henrick、Maitland. Jones

  DOI：10.1021/ja00800a022

  日期：1973.9
• Regioselective cross-coupling of allylindium reagents with activated benzylic bromides—a simple and efficient procedure for the synthesis of terminal alkenes
  作者：Brindaban C. Ranu、Subhash Banerjee、Laksmikanta Adak

  DOI：10.1016/j.tetlet.2007.08.025

  日期：2007.10

  Allylindium reagents undergo facile and highly regioselective cross-coupling with benzylic and cinnamyl bromides in THF at room temperature without any catalyst producing terminal alkenes in high yields. The addition is highly regioselective and is found to provide gamma-adducts in all reactions. (C) 2007 Elsevier Ltd. All rights reserved.