(Z)-4-fluoro-1-phenylnon-2-en-1-ol | 638210-11-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-4-fluoro-1-phenylnon-2-en-1-ol
• CAS: 638210-11-4
• 化学式: C₁₅H₂₁FO
• 分子量: 236.33
• InChiKey: CKXUPHNLIFKLCL-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-4-fluoro-1-phenylnon-2-en-1-ol 在 manganese(IV) oxide 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 4-fluoro-1-phenyl-3-p-tolylsulfanylnonan-1-one
  参考文献：
  名称：

  Synthesis and reactivity of Z and E functionalized allylic fluorides

  摘要：

  The allylic fluorides 1 and 2 are used as models to study the effect of the allylic C-F bond on the diastereoselectivity of reactions occurring on the vicinal double bond, as well as the compatibility of this C-F bond with various reagents. The configurational stability of the Z double bonds in enals and enones 1 and 3 is noteworthy. This allowed us to perform various types of reactions (including thermal Diels-Alder cycloadditions) on derivatives 1 with full control of the Z geometry. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.068
• 作为产物：
  描述：

  苯基锂 、 (+/-)-4-fluoro-2-(Z)-en-non-1-al 以 四氢呋喃 、 乙醚 、 环己烷 为溶剂， 反应 0.33h， 以91%的产率得到(Z)-4-fluoro-1-phenylnon-2-en-1-ol
  参考文献：
  名称：

  Synthesis and reactivity of Z and E functionalized allylic fluorides

  摘要：

  The allylic fluorides 1 and 2 are used as models to study the effect of the allylic C-F bond on the diastereoselectivity of reactions occurring on the vicinal double bond, as well as the compatibility of this C-F bond with various reagents. The configurational stability of the Z double bonds in enals and enones 1 and 3 is noteworthy. This allowed us to perform various types of reactions (including thermal Diels-Alder cycloadditions) on derivatives 1 with full control of the Z geometry. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.068