4-Methylidene-2,2,6-triphenyloxasilinane | 172946-18-8

• 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: 4-Methylidene-2,2,6-triphenyloxasilinane
• CAS: 172946-18-8
• 化学式: C₂₃H₂₂OSi
• 分子量: 342.513
• InChiKey: CTIJDBXOWXQGNL-UHFFFAOYSA-N

物化性质

• 沸点：
  417.5±45.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  二甲氧基乙烷 、 4-Methylidene-2,2,6-triphenyloxasilinane 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Preparation of 3-Methylenesilacyclobutane and its Use in Organic Synthesis

  摘要：

  Treatment of 3-methylene-1,1-diphenylsilacyclobutane (1a) with dihalo-methyllithium provided ring expanded 2-halo-4-methylenesilacyclopentane. Heating a mixture of In and carbonyl compound such as phCHO or PHCOMe at reflux in 1,2-dichloroethane afforded S-methylene-1,1-diphenyl-2-oxa-1-silacyclohexane which was converted into 3-methylene-15-alkanediol monomethyl ether upon treatment with dimethyl acetal in the presence of Lewis acid catalyst Treatment of ketoaldehyde (PhCOCH(2)CH(2)CHO) with 1a under BF3 . OEt(2) catalysis gave 3-methylene-1-phenyl-8-oxabicyclo[3.2.1]octane in one pot.

  DOI：

  10.1016/0040-4039(95)01710-y
• 作为产物：
  描述：

  苯基溴化镁 在 potassium tert-butylate 、 碘 、 溴化乙啶 、 magnesium 作用下， 反应 4.0h， 生成 4-Methylidene-2,2,6-triphenyloxasilinane
  参考文献：
  名称：

  Preparation of 3-Methylenesilacyclobutane and its Use in Organic Synthesis

  摘要：

  Treatment of 3-methylene-1,1-diphenylsilacyclobutane (1a) with dihalo-methyllithium provided ring expanded 2-halo-4-methylenesilacyclopentane. Heating a mixture of In and carbonyl compound such as phCHO or PHCOMe at reflux in 1,2-dichloroethane afforded S-methylene-1,1-diphenyl-2-oxa-1-silacyclohexane which was converted into 3-methylene-15-alkanediol monomethyl ether upon treatment with dimethyl acetal in the presence of Lewis acid catalyst Treatment of ketoaldehyde (PhCOCH(2)CH(2)CHO) with 1a under BF3 . OEt(2) catalysis gave 3-methylene-1-phenyl-8-oxabicyclo[3.2.1]octane in one pot.

  DOI：

  10.1016/0040-4039(95)01710-y

文献信息

• Preparation of 3-Methylenesilacyclobutane and its Use in Organic Synthesis
  作者：Kenji Okada、Kozo Matsumoto、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1016/0040-4039(95)01710-y

  日期：1995.10

  Treatment of 3-methylene-1,1-diphenylsilacyclobutane (1a) with dihalo-methyllithium provided ring expanded 2-halo-4-methylenesilacyclopentane. Heating a mixture of In and carbonyl compound such as phCHO or PHCOMe at reflux in 1,2-dichloroethane afforded S-methylene-1,1-diphenyl-2-oxa-1-silacyclohexane which was converted into 3-methylene-15-alkanediol monomethyl ether upon treatment with dimethyl acetal in the presence of Lewis acid catalyst Treatment of ketoaldehyde (PhCOCH(2)CH(2)CHO) with 1a under BF3 . OEt(2) catalysis gave 3-methylene-1-phenyl-8-oxabicyclo[3.2.1]octane in one pot.