2-(dimethylphenylsilyl)-thiacyclo hex-2-ene | 162318-36-7

• 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-(dimethylphenylsilyl)-thiacyclo hex-2-ene
• 英文别名: 2-dimethylphenylsilyl-thiacyclo hex-2-ene；Silane, (3,4-dihydro-2H-thiopyran-6-yl)dimethylphenyl-；3,4-dihydro-2H-thiopyran-6-yl-dimethyl-phenylsilane
• CAS: 162318-36-7
• 化学式: C₁₃H₁₈SSi
• 分子量: 234.437
• InChiKey: IUMYHQBZNHSKQB-UHFFFAOYSA-N

物化性质

• 沸点：
  326.4±41.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-甲基巴豆酰氯 、 2-(dimethylphenylsilyl)-thiacyclo hex-2-ene 在 silver tetrafluoroborate 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以12%的产率得到9,9-dimethyl-2-thiabicyclo[4.3.0]non-1(6)-en-7-one
  参考文献：
  名称：

  Chemistry of thioacylsilanes part 11. Cyclic and open chain α-silyl vinyl sulfides as precursors of thioannulated cyclopentenones and thiofunctionalized enones

  摘要：

  Cyclic and open chain a-silyl vinyl sulfides, obtained from thioacylsilanes, react with acid chlorides in the presence of Lewis acid to give thioannulated cyclopentenones and thiofunctionalized enones. The effect of the substituents at silicon on these reactions has been investigated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00462-6
• 作为产物：
  描述：

  (5-氯戊酰基)二甲基苯基硅烷 在 盐酸 、 sodium hydroxide 、 硫化氢 作用下， 以 乙醚 为溶剂， 生成 2-(dimethylphenylsilyl)-thiacyclo hex-2-ene
  参考文献：
  名称：

  甲硅烷基硫酮分子内环化合成不同环大小的2-甲硅烷基-噻吩环烷-2-烯的新方法

  摘要：

  ω-卤代硅烷1a-d通过H 2 S / HCl转化为相应的甲硅烷基硫酮2，在碱处理中进行了烯硫化。烯硫醇3分子内环化，以高收率得到标题化合物4a-d。

  DOI：

  10.1016/0040-4039(94)88473-0

文献信息

• A new synthetic method for 2-silyl-thiacycloalk-2-enes of different ring size by intramolecular cyclization through silyl thiones
  作者：B.F. Bonini、M. Comes-Franchini、G. Mazzanti、A. Ricci、L. Rosa-Fauzza、P. Zani

  DOI：10.1016/0040-4039(94)88473-0

  日期：1994.12

  ω-Haloacylsilanes 1a–d were transformed by H2S/HCl into the corresponding silyl thiones 2 which underwent enethiolization on base treatment. Enethiols 3 cyclized intramolecularly to afford the title compounds 4a–d in high yields.

  ω-卤代硅烷1a-d通过H 2 S / HCl转化为相应的甲硅烷基硫酮2，在碱处理中进行了烯硫化。烯硫醇3分子内环化，以高收率得到标题化合物4a-d。
• Chemistry of thioacylsilanes part 11. Cyclic and open chain α-silyl vinyl sulfides as precursors of thioannulated cyclopentenones and thiofunctionalized enones
  作者：Bianca F Bonini、Mauro Comes Franchini、Mariafrancesca Fochi、Germana Mazzanti、Alfredo Ricci

  DOI：10.1016/s0040-4020(97)00462-6

  日期：1997.6

  Cyclic and open chain a-silyl vinyl sulfides, obtained from thioacylsilanes, react with acid chlorides in the presence of Lewis acid to give thioannulated cyclopentenones and thiofunctionalized enones. The effect of the substituents at silicon on these reactions has been investigated. (C) 1997 Elsevier Science Ltd.
• Chemistry of silyl thioketones part 9. A new selective synthesis of 1-silyl-1-enethiols and of 2-silyl-thiacycloalk-2-enes of common to large ring size
  作者：Bianca F. Bonini、Mauro Comes-Franchini、Mariafrancesca Fochi、Germana Mazzanti、Alfredo Ricci

  DOI：10.1016/0040-4020(96)00148-2

  日期：1996.3

  ω-Haloacylsilanes 1 were selectively transformed via thioacylsilanes into Z-silyl-enethiols 4 with solid sodium hydrogen carbonate or into 2-silylthiacycloalk-2-enes 5 of common to large ring size with solid sodium hydroxide. Compounds 5 underwent protiodesilylation.

  ω-卤代烷基硅烷1通过硫代酰基硅烷选择性地转化为具有固体碳酸氢钠的Z-甲硅烷基-烯硫醇4，或转化为具有固体氢氧化钠的大环尺寸的2-甲硅烷基噻吩环烷-2-烯5。化合物5进行了蛋白硅烷基化。