cis-1-p-(Methoxyphenyl)-pentafluorpropen | 41424-33-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: cis-1-p-(Methoxyphenyl)-pentafluorpropen
• 英文别名: (Z)-Pentafluor-1-p-anisylpropen；p-MeOC6H4(CF=CFCF3)；1-Methoxy-4-[(1Z)-1,2,3,3,3-pentafluoro-1-propen-1-yl]benzene；1-methoxy-4-[(Z)-1,2,3,3,3-pentafluoroprop-1-enyl]benzene
• CAS: 41424-33-3
• 化学式: C₁₀H₇F₅O
• 分子量: 238.157
• InChiKey: RPLNRQSXLUEEIA-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  cis-1-p-(Methoxyphenyl)-pentafluorpropen 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 erythro-1-(p-Methoxyphenyl)-1,2-dibromo-1,2,3,3,3-pentafluoropropane 、 erythro-1-(p-Methoxyphenyl)-1,2-dibromo-1,2,3,3,3-pentafluoropropane
  参考文献：
  名称：

  Electrophilic bromination of fluoro olefins: syn vs. anti addition

  摘要：

  DOI：

  10.1021/jo01296a010
• 作为产物：
  描述：

  trans-1-p-(Methoxyphenyl)-pentafluorpropen 反应 0.5h， 生成 cis-1-p-(Methoxyphenyl)-pentafluorpropen
  参考文献：
  名称：

  (E)-1-Aryl-1,2,3,3,3-五氟丙烯和 (E)-1-Aryl-2-chloro-1,3,3,3-四氟丙烯的简便立体选择性合成

  摘要：

  芳烃甲醛 ArCHO 与类碳化试剂 CF3CX2Mtl（X = Cl，Mtl = ZnCl；X = F，Mtl = Li）反应，得到加合物 ArCH(OH)CX2CF3，其羟基被氟取代。用 DBU 或 NaNH2/t-BuOH (cat) 对所得 ArCHFCX2CF3 (X = Cl 或 F) 进行脱卤化氢反应，以极好的选择性得到标题 (E)-丙烯。

  DOI：

  10.1246/cl.1990.1607

文献信息

• An improved synthesis of 1-phenylpentafluoropropenes
  作者：Wojciech Dmowski

  DOI：10.1016/s0022-1139(00)82298-8

  日期：1981.7

  1-Phenylpentafluoropropene and a number of its para- and ortho-substituted derivatives were prepared in high yields by reaction of hexafluoropropene with etheral solutions of corresponding phenylmagnesium bromides in sealed glass tubes under autogenous pressure. The products were obtained as mixtures of the Z and E isomers, which ratios varied from 1/2 to 1/6 in favour of the E forms. 19F n.m.r. and

  通过使六氟丙烯与相应的苯基溴化镁的醚溶液在自生压力下反应，可高收率地制备1-苯基五氟丙烯及其许多对位和邻位取代衍生物。获得的产物为Z和E异构体的混合物，其比率从1/2到1/6变化，有利于E形式。报道了1-苯基五氟丙烯的19 F nmr和ir光谱以及bp。
• Polyfluoroallyl cations
  作者：Richard D. Chambers、Ann Parkin、Raymond S. Matthews

  DOI：10.1039/p19760002107

  日期：——

  (CF3·CFCFX) have been treated with antimony pentafluoride in sulphur dioxide at low temperatures. When X =p-MeO·C6H4, both cis- and trans-isomers gave the same long-lived allyl cation, which was observed by n.m.r. spectroscopy; quenching with methanol gave methyl 2,3-difluoro-3-(p-methoxyphenyl)-acrylate. In the case X = OMe, there is some C-1, C-3 interaction in the observed allyl cation; in the cases X =

  聚氟丙烯（CF 3 ·CF CFX）已在低温下用五氟化锑和二氧化硫处理。当X ＝p- MeO·C 6 H 4时，顺式和反式异构体均具有相同的长寿命烯丙基阳离子，这是通过核磁共振光谱法观察到的。用甲醇淬灭，得到甲基2,3-二氟-3-（p-甲氧基苯基）-丙烯酸酯。在X = OMe的情况下，观察到的烯丙基阳离子中存在一些C-1，C-3相互作用；在X = Ph或Me物种的情况下，无法表征。用六氟丙烯未观察到长寿命离子，但发生了二聚作用。由1,2-二甲基和1,2-二甲氧基-3,3,4,4-四氟环丁烯生成了环ob离子。这些离子的电荷集中在C-1和C-3处。
• Pentafluoropropenyl Complexes of Mercury, Germanium, Tin, and Lead Derived from (<i>Z</i>)-CFH═CFCF₃and Their Use as Transfer Reagents
  作者：Alan K. Brisdon、Robin G. Pritchard、Anthony Thomas

  DOI：10.1021/om2009843

  日期：2012.2.27

  A series of new (E)-pentafluoropropenyl complexes of Hg, Ge, Sn, and Pb are reported derived from CFH=CFCF3 ((Z)-HFC-1225ye). Unequivocal assignment of the geometry of the products was achieved via a multinuclear (H-1, C-13, F-19, Sn-119, and Hg-199) NMR study. These conclusions are confirmed in the single-crystal X-ray structures of Ph3Ge(CF=CFCF3) and Ph3Sn(CF=CFCF3). In the solid-state structures of both molecules, short contacts are observed between one of the fluorine atoms of the CF3 group and the metal center. The Bu3Sn(CF=CFCF3) compound acts as an effective source of the pentafluoropropenyl group in a series of palladium-catalyzed Stille-Liebeskind reactions to generate new aryl-pentafluoropropenyl systems.
• NAAE D. G., J. ORG. CHEM., 1980, 45, NO 8, 1394-1401
  作者：NAAE D. G.

  DOI：——

  日期：——
• DMOWSKI W., J. FLUOR. CHEM. , 1981, 18, NO 1, 25-30
  作者：DMOWSKI W.

  DOI：——

  日期：——