1-methoxy-1-(phenylthio)octane | 89423-37-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-methoxy-1-(phenylthio)octane
• 英文别名: [(1-Methoxyoctyl)sulfanyl]benzene；1-methoxyoctylsulfanylbenzene
• CAS: 89423-37-0
• 化学式: C₁₅H₂₄OS
• 分子量: 252.421
• InChiKey: DMIVABNHFJKOQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  131 °C(Press: 1 Torr)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methoxy-1-(phenylthio)octane 在 三氟甲磺酸三甲基硅酯 、 lithium n-butyltriallylborate 作用下， 以 正己烷 为溶剂， 以33%的产率得到4-methoxy-undec-1-ene
  参考文献：
  名称：

  Allylation using allyborates

  摘要：

  A study has been carried out on the scope of allylation of a range of acetals activated by trimethylsilyl trfluoromethanesulfonate (TMSOTf) using a humber of organoborates. Intermolecular allylation of acyclic acetals proceeds smoothly and in high yield using lithium n-butyltriallylborate or lithium methyltriallylborate in THF at -78 degrees C while 1,3-dioxanes and dioxolanes give rise to some reduction products. Intramolecular allylation may be carried out via anchoring the triallylborane using an alkoxide anion. Mechanistic studies indicate that allyl transfer is from boron and not silicon, while stereoselectivity studies on the crotylation of acyclic acetals as well as the allylation of chiral acetals derived from (2R,4R)-pentanediol indicate moderate levels of diastereoselection.

  DOI：

  10.1016/s0040-4020(01)80802-4
• 作为产物：
  描述：

  1,1-二甲氧基辛烷 、 苯硫酚 在 lithium bromide 作用下， 以 甲苯 为溶剂， 反应 25.0h， 以78%的产率得到1-methoxy-1-(phenylthio)octane
  参考文献：
  名称：

  溴化锂，一种在温和反应条件下用于缩醛单硫缩醛化的新型高效催化剂

  摘要：

  溴化锂在温和反应条件下作为催化剂对醛的单硫醇缩合反应非常有效，能够以优异的产率和高的化学选择性提供反应产物。

  DOI：

  10.1055/s-2001-17477

文献信息

• FORTES, C. C.;FORTES, H. C.;GONCALVES, D. C. R. G., AN. ACAD. BRAS. CIENC., 1983, 55, N 3, 235-243
  作者：FORTES, C. C.、FORTES, H. C.、GONCALVES, D. C. R. G.

  DOI：——

  日期：——
• Allylation using allyborates
  作者：Roger Hunter、Joseph P. Michael、Geoffrey D. Tomlinson

  DOI：10.1016/s0040-4020(01)80802-4

  日期：1994.1

  A study has been carried out on the scope of allylation of a range of acetals activated by trimethylsilyl trfluoromethanesulfonate (TMSOTf) using a humber of organoborates. Intermolecular allylation of acyclic acetals proceeds smoothly and in high yield using lithium n-butyltriallylborate or lithium methyltriallylborate in THF at -78 degrees C while 1,3-dioxanes and dioxolanes give rise to some reduction products. Intramolecular allylation may be carried out via anchoring the triallylborane using an alkoxide anion. Mechanistic studies indicate that allyl transfer is from boron and not silicon, while stereoselectivity studies on the crotylation of acyclic acetals as well as the allylation of chiral acetals derived from (2R,4R)-pentanediol indicate moderate levels of diastereoselection.
• Lithium Bromide, a Novel and Highly Effective Catalyst for Monothioacetalization of Acetals under Mild Reaction Conditions
  作者：Fumiaki Ono、Ryojyu Negoro、Tsuneo Sato

  DOI：10.1055/s-2001-17477

  日期：——

  Lithium bromide is efficient as a catalyst for the monothioacetalization of acetals under mild reaction conditions to provide products in excellent yields with high chemoselectivity.

  溴化锂在温和反应条件下作为催化剂对醛的单硫醇缩合反应非常有效，能够以优异的产率和高的化学选择性提供反应产物。