ethyl 2-fluorododec-2-enoate | 55371-40-9

• 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: ethyl 2-fluorododec-2-enoate
• CAS: 55371-40-9
• 化学式: C₁₄H₂₅FO₂
• 分子量: 244.35
• InChiKey: OAVCQBZYNCOMNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  17.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  癸醛 、 fluoro-ethoxycarbonyl-methylene triphenylphosphine 以 乙腈 为溶剂， 生成 ethyl 2-fluorododec-2-enoate
  参考文献：
  名称：

  A facile one-pot synthesis of α-fluoro-α,β-unsaturated esters from alkoxycarbonylmethyltriphenylphosphonium bromides

  摘要：

  A convenient one-pot synthesis of alpha-fluoro-alpha,beta-unsaturated esters from ethoxy- and tert-butoxycarbonylmethyltriphenylphosphoniurn bromide was developed. The fluorinated phosphoranes, generated in situ from alkoxycarbonylmethyltriphenylphosphoniurn bromides and 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor(R)), undergo a Wittig reaction with aldehydes to yield alpha-fluoro-alpha,beta-misaturated esters with (Z)-selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.103

文献信息

• Microreactors for the synthesis of fluorinated materials
  作者：Noriaki Miyake、Tomoya Kitazume

  DOI：10.1016/s0022-1139(03)00109-x

  日期：2003.8

  The utility of microreactor for the synthesis of alpha-fluoro-alpha,beta-unsaturated esters, trifluoromethylation and Michael addition reaction, is described. (C) 2003 Elsevier Science B.V. All rights reserved.
• A facile one-pot synthesis of α-fluoro-α,β-unsaturated esters from alkoxycarbonylmethyltriphenylphosphonium bromides
  作者：Yumiko Suzuki、Masayuki Sato

  DOI：10.1016/j.tetlet.2003.12.103

  日期：2004.2

  A convenient one-pot synthesis of alpha-fluoro-alpha,beta-unsaturated esters from ethoxy- and tert-butoxycarbonylmethyltriphenylphosphoniurn bromide was developed. The fluorinated phosphoranes, generated in situ from alkoxycarbonylmethyltriphenylphosphoniurn bromides and 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor(R)), undergo a Wittig reaction with aldehydes to yield alpha-fluoro-alpha,beta-misaturated esters with (Z)-selectivity. (C) 2003 Elsevier Ltd. All rights reserved.