2,5-bis(trimethylsilylethynyl)oxepin | 852992-17-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2,5-bis(trimethylsilylethynyl)oxepin
• 英文别名: Trimethyl-[2-[5-(2-trimethylsilylethynyl)oxepin-2-yl]ethynyl]silane
• CAS: 852992-17-7
• 化学式: C₁₆H₂₂OSi₂
• 分子量: 286.521
• InChiKey: JQYQUJLYNGSGJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2,5-bis(trimethylsilylethynyl)oxepin 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以90%的产率得到2,5-diethynyloxepin
  参考文献：
  名称：

  Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols

  摘要：

  Reaction of trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4-diol with n-BuLi followed by methanesulfonyl chloride resulted in the formation of a dark red solid, which was identified as 2,5-bis(trimethylsilylethynyl)oxepin. Deprotection of the silyl groups resulted in the formation of 2,5-diethynyloxepin, a red, shock sensitive solid. Reaction of a differentially substituted cyclohexa-2,5-diene-1,4-diol gave a mixture of 2,5-diethynyl substituted oxepins. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.044
• 作为产物：
  描述：

  trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4-diol 在 正丁基锂 、 甲基磺酰氯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.5h， 以65%的产率得到2,5-bis(trimethylsilylethynyl)oxepin
  参考文献：
  名称：

  Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols

  摘要：

  Reaction of trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4-diol with n-BuLi followed by methanesulfonyl chloride resulted in the formation of a dark red solid, which was identified as 2,5-bis(trimethylsilylethynyl)oxepin. Deprotection of the silyl groups resulted in the formation of 2,5-diethynyloxepin, a red, shock sensitive solid. Reaction of a differentially substituted cyclohexa-2,5-diene-1,4-diol gave a mixture of 2,5-diethynyl substituted oxepins. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.044

文献信息

• Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols
  作者：Arkasish Bandyopadhyay、Sethuraman Sankararaman

  DOI：10.1016/j.tetlet.2005.03.044

  日期：2005.5

  Reaction of trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4-diol with n-BuLi followed by methanesulfonyl chloride resulted in the formation of a dark red solid, which was identified as 2,5-bis(trimethylsilylethynyl)oxepin. Deprotection of the silyl groups resulted in the formation of 2,5-diethynyloxepin, a red, shock sensitive solid. Reaction of a differentially substituted cyclohexa-2,5-diene-1,4-diol gave a mixture of 2,5-diethynyl substituted oxepins. (c) 2005 Elsevier Ltd. All rights reserved.