3-[二氟(丙-2-烯基)甲硅烷基]丙烷-1-硫醇 | 88820-67-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 3-[二氟(丙-2-烯基)甲硅烷基]丙烷-1-硫醇
• 英文名称: 3-[Difluoro(prop-2-en-1-yl)silyl]propane-1-thiol
• 英文别名: 3-[difluoro(prop-2-enyl)silyl]propane-1-thiol
• CAS: 88820-67-1
• 化学式: C₆H₁₂F₂SSi
• 分子量: 182.31
• InChiKey: OIHBHCRTCWZGME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[二氟(丙-2-烯基)甲硅烷基]丙烷-1-硫醇 以 环己烷 为溶剂， 反应 3.0h， 以24%的产率得到5,5-difluoro-1-thia-5-silacyclooctane
  参考文献：
  名称：

  Si-disubstituted diallylsilanes in homolytic thiylation and electrophilic fragmentation reactions

  摘要：

  Approaches to Si-disubstituted 1-thia-5-silacyclooctanes based on homolytic addition of hydrogen sulfide to diallylsilanes R2Si(CH2CH=CH2)(2) and on intramolecular cyclization of Si-disubstituted (allyl)(gamma-sulfanylpropyl)silanes have been studied. In the former case the reactivity of the silanes decreases in the order R = MeO > F > Me > Ph, whereas in the latter case the reactivity order is slightly different: Me > MeO approximate to F >> Ph. The reactions of diphenyl-and dimethyldiallylsilanes with the complex BF3 center dot 2AcOH occur in a different manner: The former involves rearrangement to form fluoro(2-methylpent-4-enyl)diphenylsilane, while the latter, elimination of the two allyl groups to fluorodimethylsilane and propene.

  DOI：

  10.1134/s1070363208090065
• 作为产物：
  描述：

  allyldifluoro[3-(thioacetoxy)propyl]silane 在 对叔丁基邻苯二酚 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 3-[二氟(丙-2-烯基)甲硅烷基]丙烷-1-硫醇
  参考文献：
  名称：

  Si-disubstituted diallylsilanes in homolytic thiylation and electrophilic fragmentation reactions

  摘要：

  Approaches to Si-disubstituted 1-thia-5-silacyclooctanes based on homolytic addition of hydrogen sulfide to diallylsilanes R2Si(CH2CH=CH2)(2) and on intramolecular cyclization of Si-disubstituted (allyl)(gamma-sulfanylpropyl)silanes have been studied. In the former case the reactivity of the silanes decreases in the order R = MeO > F > Me > Ph, whereas in the latter case the reactivity order is slightly different: Me > MeO approximate to F >> Ph. The reactions of diphenyl-and dimethyldiallylsilanes with the complex BF3 center dot 2AcOH occur in a different manner: The former involves rearrangement to form fluoro(2-methylpent-4-enyl)diphenylsilane, while the latter, elimination of the two allyl groups to fluorodimethylsilane and propene.

  DOI：

  10.1134/s1070363208090065

文献信息

• Voronkov, M. G.; Kirpichenko, S. V.; Suslova, E. N., Journal of general chemistry of the USSR, 1983, vol. 53, # 10, p. 2168 - 2169
  作者：Voronkov, M. G.、Kirpichenko, S. V.、Suslova, E. N.、Abrosimova, A. T.、Keiko, V. V.、Albanov, A. I.

  DOI：——

  日期：——
• BOPOHKOB, M. G.;KIRPICHENKO, S. V.;SUSLOVA, E. N.;ABROSIMOVA, A. T.;KEJKO+, ZH. OBSHCH. XIMII, 1983, 53, N 10, 2403-2404
  作者：BOPOHKOB, M. G.、KIRPICHENKO, S. V.、SUSLOVA, E. N.、ABROSIMOVA, A. T.、KEJKO+

  DOI：——

  日期：——
• Si-disubstituted diallylsilanes in homolytic thiylation and electrophilic fragmentation reactions
  作者：E. N. Suslova、A. I. Albanov、B. A. Shainyan

  DOI：10.1134/s1070363208090065

  日期：2008.9

  Approaches to Si-disubstituted 1-thia-5-silacyclooctanes based on homolytic addition of hydrogen sulfide to diallylsilanes R2Si(CH2CH=CH2)(2) and on intramolecular cyclization of Si-disubstituted (allyl)(gamma-sulfanylpropyl)silanes have been studied. In the former case the reactivity of the silanes decreases in the order R = MeO > F > Me > Ph, whereas in the latter case the reactivity order is slightly different: Me > MeO approximate to F >> Ph. The reactions of diphenyl-and dimethyldiallylsilanes with the complex BF3 center dot 2AcOH occur in a different manner: The former involves rearrangement to form fluoro(2-methylpent-4-enyl)diphenylsilane, while the latter, elimination of the two allyl groups to fluorodimethylsilane and propene.