Hydroxy-(3-methylpent-4-enyl)-diphenylsilane | 182349-25-3

• 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: Hydroxy-(3-methylpent-4-enyl)-diphenylsilane
• 英文别名: hydroxy-(3-methylpent-4-enyl)-diphenylsilane
• CAS: 182349-25-3
• 化学式: C₁₈H₂₂OSi
• 分子量: 282.458
• InChiKey: LSTCLUCIVXPNKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  Hydroxy-(3-methylpent-4-enyl)-diphenylsilane 在 bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (5R,6S)-6-Iodomethyl-5-methyl-2,2-diphenyl-[1,2]oxasilinane 、 (5S,6S)-6-Iodomethyl-5-methyl-2,2-diphenyl-[1,2]oxasilinane
  参考文献：
  名称：

  Intramolecular iodosilyletherization of alkenylsilanols with bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate

  摘要：

  Whereas iodonium ion-induced intramolecular cyclization of 3-butenyldiphenylsilanol proceeded via exo mode cyclization to give 5-iodomethyl-2,2-diphenyl-1-oxa-2-silacyclopentane selectively, iodosilyletherization of 4-methyl-3-pentenyldiphenylsilanol afforded 6,6-dimethyl-5-iodo-2,2-diphenyl-1-oxa-2-silacyclohexane exclusively via endo mode cyclization. The oxasilacycloalkanes were converted into the corresponding 1,3-diol and 1,4-diol by oxidative cleavage of the carbon-silicon bond. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)01499-2
• 作为产物：
  描述：

  vinyldiphenylmethoxysilane 在 sodium hydroxide 、 乙酰氯 作用下， 生成 Hydroxy-(3-methylpent-4-enyl)-diphenylsilane
  参考文献：
  名称：

  Intramolecular iodosilyletherization of alkenylsilanols with bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate

  摘要：

  Whereas iodonium ion-induced intramolecular cyclization of 3-butenyldiphenylsilanol proceeded via exo mode cyclization to give 5-iodomethyl-2,2-diphenyl-1-oxa-2-silacyclopentane selectively, iodosilyletherization of 4-methyl-3-pentenyldiphenylsilanol afforded 6,6-dimethyl-5-iodo-2,2-diphenyl-1-oxa-2-silacyclohexane exclusively via endo mode cyclization. The oxasilacycloalkanes were converted into the corresponding 1,3-diol and 1,4-diol by oxidative cleavage of the carbon-silicon bond. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)01499-2

文献信息

• Intramolecular iodosilyletherization of alkenylsilanols with bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate
  作者：Koji Takaku、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1016/s0040-4039(96)01499-2

  日期：1996.9

  Whereas iodonium ion-induced intramolecular cyclization of 3-butenyldiphenylsilanol proceeded via exo mode cyclization to give 5-iodomethyl-2,2-diphenyl-1-oxa-2-silacyclopentane selectively, iodosilyletherization of 4-methyl-3-pentenyldiphenylsilanol afforded 6,6-dimethyl-5-iodo-2,2-diphenyl-1-oxa-2-silacyclohexane exclusively via endo mode cyclization. The oxasilacycloalkanes were converted into the corresponding 1,3-diol and 1,4-diol by oxidative cleavage of the carbon-silicon bond. Copyright (C) 1996 Elsevier Science Ltd