(E)-ethyl 2-fluoro-2-octenoate | 126275-33-0

• 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: (E)-ethyl 2-fluoro-2-octenoate
• 英文别名: ethyl (E)-2-fluoro-2-octenoate；ethyl (E)-2-fluorooct-2-enoate
• CAS: 126275-33-0
• 化学式: C₁₀H₁₇FO₂
• 分子量: 188.242
• InChiKey: RMQCWRDYVNSLBC-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  正己酸乙酯 、 2-氟-2-磷酰基乙酸三乙酯 生成 (E)-ethyl 2-fluoro-2-octenoate 、 (Z)-2-fluorooct-2-enoic acid ethyl ester
  参考文献：
  名称：

  Reduction-olefination of esters: a new and efficient synthesis of .alpha.-fluoro .alpha.,.beta.-unsaturated esters

  摘要：

  DOI：

  10.1021/jo00302a030

文献信息

• Efficient Synthesis of Fluoroalkenes via Diethylzinc-Promoted Wittig Reaction
  作者：Philippe Jubault、Xavier Pannecoucke、Ludivine Zoute、Guillaume Dutheuil、Jean-Charles Quirion

  DOI：10.1055/s-2006-950208

  日期：2006.10

  The synthesis of α-fluoroacrylates and α-bromo-α-fluoroalkenes was achieved in very good yields using aldehydes and ketones, triphenylphosphine, diethylzinc as promoter, and ethyl dibromofluoroacetate or dibromofluoromethane, respectively. A change in the addition sequence was critical in order to obtain exclusively α-fluoroacrylates in good yields.

  α-氟丙烯酸酯和α-溴-α-氟烯烃的合成得到了非常好的产率，使用了醛和酮、三苯基磷、二乙基锌作为促进剂，以及乙基二溴氟乙酸酯或二溴氟甲烷。改变添加顺序对独占性获得α-氟丙烯酸酯的高产率至关重要。
• Preparation of α-fluoro-α,β-unsaturated esters two carbon homologation of esters
  作者：Alagappan Thenappan、Donald J. Burton

  DOI：10.1016/s0040-4039(01)93802-x

  日期：1989.1
• A convenient palladium-catalyzed synthesis of α-fluoro-α,β-unsaturated esters
  作者：Yanchang Shen、Yuefen Zhou

  DOI：10.1016/s0022-1139(00)80109-8

  日期：1993.4

  During the treatment of ethyl alpha-fluoro-alpha-iodoacetate with aldehydes in the presence of tri-n-butylarsine and a catalytic amount (10 mol%) of Pd(PPh3)4, the aldehydes were eventually completely consumed and alpha-fluoro-alpha,beta-unsaturated esters were obtained in 52-90% yield.
• Reduction-olefination of esters: a new and efficient synthesis of .alpha.-fluoro .alpha.,.beta.-unsaturated esters
  作者：Alagappan Thenappan、Donald J. Burton

  DOI：10.1021/jo00302a030

  日期：1990.7