p-MeC6H4(CF=CFCF3) | 72926-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-MeC6H4(CF=CFCF3)
• 英文别名: 1-(p-Tolyl)-perfluorpropen；1-methyl-4-[(Z)-1,2,3,3,3-pentafluoroprop-1-enyl]benzene
• CAS: 72926-85-3
• 化学式: C₁₀H₇F₅
• 分子量: 222.158
• InChiKey: XEKSLGBSTHXBHS-HJWRWDBZSA-N

物化性质

• 沸点：
  179.5±40.0 °C(Predicted)
• 密度：
  1.254±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-MeC6H4(CF=CFCF3) 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 erythro-1-(p-Methylphenyl)-1,2-dibromo-1,2,3,3,3-pentafluoropropane 、 erythro-1-(p-Methylphenyl)-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：

  4-碘甲苯 、 (pentafluoropropenyl)tri-n-butyltin 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 以46%的产率得到p-MeC6H4(CF=CFCF3)
  参考文献：
  名称：

  Pentafluoropropenyl Complexes of Mercury, Germanium, Tin, and Lead Derived from (Z)-CFH═CFCF₃and Their Use as Transfer Reagents

  摘要：

  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.

  DOI：

  10.1021/om2009843

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。
• Palladium-catalyzed cross-coupling of perfluoroalkenylzinc reagents with aryl iodides. A new, simple synthesis of .alpha.,.beta.,.beta.-trifluorostyrenes and the stereoselective preparation of 1-arylperfluoropropenes
  作者：Pamela L. Heinze、Donald J. Burton

  DOI：10.1021/jo00247a010

  日期：1988.6
• 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：——
• HEINZE, PAMELA L.;BURTON, DONALD J., J. ORG. CHEM., 53,(1988) N 12, 2714-2720
  作者：HEINZE, PAMELA L.、BURTON, DONALD J.

  DOI：——

  日期：——