(E)-2-fluoro-2-nonen-1-ol

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (E)-2-fluoro-2-nonen-1-ol
• 英文别名: (E)-2-fluoronon-2-en-1-ol
• 化学式: C₉H₁₇FO
• 分子量: 160.232
• InChiKey: AAVIJJBMFXLEPQ-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (E)-2-fluoro-2-nonen-1-ol 在 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 4.66h， 生成 6-(1-fluoro-1-ethenyl)-1-dodecene
  参考文献：
  名称：

  Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles

  摘要：

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.06.012
• 作为产物：
  描述：

  (E)-Ethyl 3-hexyl-2-fluoropropenate 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 (E)-2-fluoro-2-nonen-1-ol
  参考文献：
  名称：

  Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles

  摘要：

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.06.012

文献信息

• Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles
  作者：Takashi Nihei、Yusuke Kubo、Takashi Ishihara、Tsutomu Konno

  DOI：10.1016/j.jfluchem.2014.06.012

  日期：2014.11

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.