(2-Bromophenyl)methoxy-dimethyl-prop-2-enylsilane | 201050-06-8

• 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: (2-Bromophenyl)methoxy-dimethyl-prop-2-enylsilane
• CAS: 201050-06-8
• 化学式: C₁₂H₁₇BrOSi
• 分子量: 285.256
• InChiKey: OKWIVGMDNSJWPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  15
• 可旋转键数：
  5
• 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

• 作为反应物：
  描述：

  (2-Bromophenyl)methoxy-dimethyl-prop-2-enylsilane 在 lithium 作用下， 以 乙醚 为溶剂， 以90%的产率得到o-(allyldimethylsilyl)benzyl alcohol
  参考文献：
  名称：

  Intramolecular nucleophilic attack at silicon in o-silylbenzyl alcohols. Generation of allyl and benzyl anion equivalents

  摘要：

  Substituted silyl ethers of o-bromobenzyl alcohols and the derived o-silylbenzyl alcohols were used to transfer allyl and benzyl groups from silicon to the electrophiles benzaldehyde and benzophenone in excellent yields. gamma-Oxidosilane intermediates (and possibly hypercoordinated silicon intermediates) are postulated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.127
• 作为产物：
  描述：

  烯丙基二甲基氯硅烷 、 2-溴苄醇 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以97%的产率得到(2-Bromophenyl)methoxy-dimethyl-prop-2-enylsilane
  参考文献：
  名称：

  Intramolecular nucleophilic attack at silicon in o-silylbenzyl alcohols. Generation of allyl and benzyl anion equivalents

  摘要：

  Substituted silyl ethers of o-bromobenzyl alcohols and the derived o-silylbenzyl alcohols were used to transfer allyl and benzyl groups from silicon to the electrophiles benzaldehyde and benzophenone in excellent yields. gamma-Oxidosilane intermediates (and possibly hypercoordinated silicon intermediates) are postulated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.127

文献信息

• Intramolecular nucleophilic attack at silicon in o-silylbenzyl alcohols. Generation of allyl and benzyl anion equivalents
  作者：Paul F. Hudrlik、Anne M. Hudrlik、Yassin A. Jeilani

  DOI：10.1016/j.tet.2011.09.127

  日期：2011.12

  Substituted silyl ethers of o-bromobenzyl alcohols and the derived o-silylbenzyl alcohols were used to transfer allyl and benzyl groups from silicon to the electrophiles benzaldehyde and benzophenone in excellent yields. gamma-Oxidosilane intermediates (and possibly hypercoordinated silicon intermediates) are postulated. (C) 2011 Elsevier Ltd. All rights reserved.