3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol | 54441-95-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol
• 英文别名: 3,3-Dimethyl-2-phenylsulfanylbutan-1-ol
• CAS: 54441-95-1
• 化学式: C₁₂H₁₈OS
• 分子量: 210.34
• InChiKey: HPSNVAFDBWSXOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol 在 sodium hydride 、 二甲基亚砜 、 二异丙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (E)-5,5-Dimethyl-4-phenylsulfanyl-hex-2-enoic acid ethyl ester
  参考文献：
  名称：

  Do the Electronic Effects of Sulfur Indeed Control the π-Selectivity of γ-Sulfenyl Enones? An Investigation

  摘要：

  The electronic effects of sulfur in gamma-sulfenyl enones are not transmitted to the carbonyl carbon through the pi bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising from the substituents on the sulfur atom and the gamma-carbon and the bulk of the nucleophile constitute the major control elements.

  DOI：

  10.1021/jo034608c
• 作为产物：
  描述：

  叔丁基乙酸乙酯 在 lithium aluminium tetrahydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.17h， 生成 3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol
  参考文献：
  名称：

  Do the Electronic Effects of Sulfur Indeed Control the π-Selectivity of γ-Sulfenyl Enones? An Investigation

  摘要：

  The electronic effects of sulfur in gamma-sulfenyl enones are not transmitted to the carbonyl carbon through the pi bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising from the substituents on the sulfur atom and the gamma-carbon and the bulk of the nucleophile constitute the major control elements.

  DOI：

  10.1021/jo034608c

文献信息

• Generation and properties of episulfonium complexes
  作者：�. A. Vorob'eva、M. Z. Krimer、V. A. Smit

  DOI：10.1007/bf00928066

  日期：1976.6
• VOROBEVA EH. A.; KRIMER M. Z.; SMIT V. A., IZV. AN CCCP. CEP. XIM. <IASK-A6>, 1976, HO 6, 1318-1325
  作者：VOROBEVA EH. A.、 KRIMER M. Z.、 SMIT V. A.

  DOI：——

  日期：——
• Do the Electronic Effects of Sulfur Indeed Control the π-Selectivity of γ-Sulfenyl Enones? An Investigation
  作者：Veejendra K. Yadav、K. Ganesh Babu、Masood Parvez

  DOI：10.1021/jo034608c

  日期：2004.5.1

  The electronic effects of sulfur in gamma-sulfenyl enones are not transmitted to the carbonyl carbon through the pi bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising from the substituents on the sulfur atom and the gamma-carbon and the bulk of the nucleophile constitute the major control elements.