trans-11-(F-octyl)-10-undecen-1-oyl chloride | 145950-00-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: trans-11-(F-octyl)-10-undecen-1-oyl chloride
• 英文别名: 11-(perfluorooctyl)-10-undecenoyl chloride；(E)-12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19,19-heptadecafluorononadec-10-enoyl chloride
• CAS: 145950-00-1
• 化学式: C₁₉H₁₈ClF₁₇O
• 分子量: 620.777
• InChiKey: MNFIHTAJTXWXPF-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  38
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  trans-11-(F-octyl)-10-undecen-1-oyl chloride 在 三氯化铝 作用下， 生成 (Z)-10-Chloro-12,13,13,14,14,15,15,16,16,17,17,18,18,19,19,19-hexadecafluoro-nonadec-11-enoic acid
  参考文献：
  名称：

  F/Cl substitution with rearrangement initiated by the Lewis acid AlCl3 in α,ω[2-(F-alkyl)ethenyl]acyl derivatives: highly stereospecific trans-CF2CHCHto trans-CFCHCH(Cl) transformation

  摘要：

  The action of AlCl3 on C8F17-CH=CH-(CH2)8-COCl (E isomer) leads, under mild conditions and after ethanolysis, to the formation of C7F15-CF=CH-CH(Cl)(CH2)8-COOEt, as a result of the -CF2-CH=CH- to -CF=CH-CH(Cl)- transformation which proceeds in high yield (70%) and with high stereospecificity: the isolated compound consists of the Z isomer (H and F trans).

  DOI：

  10.1016/s0022-1139(00)82424-0
• 作为产物：
  描述：

  trans-11-(F-octyl)-10-undecylenic acid 在 氯化亚砜 作用下， 生成 trans-11-(F-octyl)-10-undecen-1-oyl chloride
  参考文献：
  名称：

  F/Cl substitution with rearrangement initiated by the Lewis acid AlCl3 in α,ω[2-(F-alkyl)ethenyl]acyl derivatives: highly stereospecific trans-CF2CHCHto trans-CFCHCH(Cl) transformation

  摘要：

  The action of AlCl3 on C8F17-CH=CH-(CH2)8-COCl (E isomer) leads, under mild conditions and after ethanolysis, to the formation of C7F15-CF=CH-CH(Cl)(CH2)8-COOEt, as a result of the -CF2-CH=CH- to -CF=CH-CH(Cl)- transformation which proceeds in high yield (70%) and with high stereospecificity: the isolated compound consists of the Z isomer (H and F trans).

  DOI：

  10.1016/s0022-1139(00)82424-0

文献信息

• Synthesis and characterization of new perfluoroalkylated side-chain ferrocenes and ferricinium salts
  作者：Christophe Guillon、Pierre Vierling

  DOI：10.1016/0022-328x(95)05723-3

  日期：1996.1

  The synthesis and characterization of various mono- and 1,1′-bis-[ω-(F-alkyl)acyl]ferrocenes, 1,1′-bis-[ω-(F-alkyl)alkyl]ferrocenes and 1,1′-bis-[ω-(F-alkyl)-α-(hydroxy)-alkyl]ferrocenes are described (where F-alkyl denotes perfluoroalkylation). The [(F-alkyl)acyl]ferrocenes were obtained by Friedel-Crafts acylation of ferrocene with (F-alkyl)acyl chlorides. The (F-alkyl)alkyl and (F-alsyl)-α-(hydroxyl)alkyl

  各种单和1,1'-双-[ ω-（F-烷基）酰基]二茂铁，1,1'-双-[ ω-（F-烷基）烷基]二茂铁和1,1的合成与表征描述了′-双-[ ω-（F-烷基）-α-（羟基）-烷基]二茂铁（其中F-烷基表示全氟烷基化）。[（F-烷基）酰基]二茂铁是通过二茂铁与（F-烷基）酰氯的弗瑞德-克来福特（Friedel-Crafts）酰化获得的。通过用LiAlH 4还原酰基衍生物，选择性地制备了（F-烷基）烷基和（F-烷基）-α-（羟基）烷基类似物。AlCl 3和的LiAlH 4分别。这些反应说明了（F-烷基）酰基和（F-烷基）烷基链在强烈还原条件下的化学惰性。当用ω- [2-（F-烷基）乙烯基]酰氯对二茂铁进行酰化时，得到了二茂铁，但它们的侧链含有（Z）CFCHCH（CL）-序列。这些链的形成是由于高度立体有择（E）CF 2 CHCH-至（Z）CFCHCH（Cl）的转化，其涉及在
• F/Cl substitution with rearrangement initiated by the Lewis acid AlCl3 in α,ω[2-(F-alkyl)ethenyl]acyl derivatives: highly stereospecific trans-CF2CHCHto trans-CFCHCH(Cl) transformation
  作者：Christophe Guillon、Pierre Vierling

  DOI：10.1016/s0022-1139(00)82424-0

  日期：1992.11

  The action of AlCl3 on C8F17-CH=CH-(CH2)8-COCl (E isomer) leads, under mild conditions and after ethanolysis, to the formation of C7F15-CF=CH-CH(Cl)(CH2)8-COOEt, as a result of the -CF2-CH=CH- to -CF=CH-CH(Cl)- transformation which proceeds in high yield (70%) and with high stereospecificity: the isolated compound consists of the Z isomer (H and F trans).