(1-Fluoro-2-methoxy-1-phenylpropan-2-yl)benzene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1-Fluoro-2-methoxy-1-phenylpropan-2-yl)benzene
• 化学式: C₁₆H₁₇FO
• 分子量: 244.309
• InChiKey: BYLFAPCHAAIWLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-1-甲基-1,2二苯基乙烯 、 methyl hypofluorite 以 甲醇 、 氯仿 、 乙腈 为溶剂， 以70%的产率得到1-Fluoro-1-methyl-2-methoxy-1,2-diphenylethane
  参考文献：
  名称：

  The Chemistry of Methyl Hypofluorite: Its Reactions with Various Unsaturated Centers

  摘要：

  Methyl hypofluorite was until recently grouped as a hypothetical member of those smallest organic molecules which had not been synthesized. Passing F-2 through a solution of methanol in MeCN or PrCN resulted in its successful preparation. MeOF is an unique reagent, since it generates the novel electrophilic methoxylium moiety in contrast to the much more common methoxide group. This hypofluorite was reacted with several types of olefins including benzylic, cyclic, bicyclic, straight chain, and steroidal ones. In most cases the regioselectivity is very good, reflecting the unique polarization of the reagent: MeO(delta+)F(delta-). The stereoselectivity tends to be less emphasized, but usually anti addition is dominant.

  DOI：

  10.1021/jo00094a047

文献信息

• The Chemistry of Methyl Hypofluorite: Its Reactions with Various Unsaturated Centers
  作者：Shlomo Rozen、Eyal Mishani、Moshe Kol、Iris Ben-David

  DOI：10.1021/jo00094a047

  日期：1994.7

  Methyl hypofluorite was until recently grouped as a hypothetical member of those smallest organic molecules which had not been synthesized. Passing F-2 through a solution of methanol in MeCN or PrCN resulted in its successful preparation. MeOF is an unique reagent, since it generates the novel electrophilic methoxylium moiety in contrast to the much more common methoxide group. This hypofluorite was reacted with several types of olefins including benzylic, cyclic, bicyclic, straight chain, and steroidal ones. In most cases the regioselectivity is very good, reflecting the unique polarization of the reagent: MeO(delta+)F(delta-). The stereoselectivity tends to be less emphasized, but usually anti addition is dominant.