1-甲氧基-4-(2-甲基丁-3-烯基)苯 | 140836-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲氧基-4-(2-甲基丁-3-烯基)苯
• 英文名称: 1-Methoxy-4-(2-methylbut-3-en-1-yl)benzene
• 英文别名: 1-methoxy-4-(2-methylbut-3-enyl)benzene
• CAS: 140836-83-5
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: MGUCZBCRDVJKDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-丁烯基溴 、 4-甲氧基溴苄 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以80%的产率得到1-甲氧基-4-(2-甲基丁-3-烯基)苯
  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

• Selective cross coupling via oxovanadium(V)-induced oxidative desilylation of benzylic silanes
  作者：Toshikazu Hirao、Takashi Fujii、Yoshiki Ohshiro

  DOI：10.1016/0040-4039(94)80034-0

  日期：1994.10

  Benzylic silanes bearing an electron-donating group at the ortho- or para-position underwent the oxovanadium(V)-induced one-electron oxidative desilylation due to low ionization potential, which was applied to the intermolecular regioselective coupling with allylic silanes or silyl enol ether.

  在邻位或对位带有给电子基团的苯甲硅烷由于低电离势而经历了氧钒（V）诱导的单电子氧化甲硅烷基化反应，该技术被用于与烯丙基硅烷或甲硅烷基烯醇醚的分子间区域选择性偶联。
• A facile synthesis of 1,5-dienes by a regioselective allylation of the allylic carbanions generated from allyl phenyl selenides.
  作者：Kiyoshi NISHITANI、Youji MIMAKI、Koji SATO、Koji YAMAKAWA

  DOI：10.1248/cpb.40.288

  日期：——

  Allyl-allyl or benzyl coupling reactions were effected by allyl carbanions, generated from allyl phenyl selenides and n-butyllithium and allylic or benzylic halides. The ambident selectivities of the allyl carbanions are depending in the solvent system.

  烯丙基-烯丙基或苄基偶联反应是由烯丙基苯基硒和正丁基锂以及烯丙基或苄基卤化物生成的烯丙基碳离子实现的。烯丙基碳离子的歧化选择性取决于溶剂体系。
• 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.