2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>phenol | 118630-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>phenol
• 英文别名: 2,6-Dimethyl-4-[4-(trimethylsilylmethyl)pent-4-enyl]phenol
• CAS: 118630-76-5
• 化学式: C₁₇H₂₈OSi
• 分子量: 276.494
• InChiKey: OQQTZRCYZAYKRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>phenol 在 silver(l) oxide 作用下， 以 氘代氯仿 为溶剂， 反应 0.08h， 生成 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one
  参考文献：
  名称：

  Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

  摘要：

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.

  DOI：

  10.1021/jo00100a039
• 作为产物：
  描述：

  1-<(tert-Butyldimethylsilyl)oxy>-2,6-dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>benzene 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 72.0h， 生成 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>phenol
  参考文献：
  名称：

  Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

  摘要：

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.

  DOI：

  10.1021/jo00100a039

文献信息

• Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+, J. Org. Chem, 59 (1994) N 21, S 6322-6337
  作者：Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+

  DOI：——

  日期：——
• para-Quinone methide initiated cyclization reactions
  作者：Steven R. Angle、Kenneth D. Turnbull

  DOI：10.1021/ja00185a058

  日期：1989.2
• Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
  作者：Steven R. Angle、Damian O. Arnaiz、James P. Boyce、Rogelio P. Frutos、Michael S. Louie、Heather L. Mattson-Arnaiz、Jon D. Rainier、Kenneth D. Turnbull、Wenjin Yang

  DOI：10.1021/jo00100a039

  日期：1994.10

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.