2,2',3,3',5,5',6,6'-octafluoro-4,4'-bis(phenylthio)biphenyl | 36639-10-8

• 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: 2,2',3,3',5,5',6,6'-octafluoro-4,4'-bis(phenylthio)biphenyl
• 英文别名: 4,4'-bis(phenylthio)-perfluoro-biphenyl；1,2,4,5-Tetrafluoro-3-phenylsulfanyl-6-(2,3,5,6-tetrafluoro-4-phenylsulfanylphenyl)benzene
• CAS: 36639-10-8
• 化学式: C₂₄H₁₀F₈S₂
• 分子量: 514.463
• InChiKey: XLIFVSABMRNIPI-UHFFFAOYSA-N

物化性质

• 熔点：
  95-96 °C(Solv: methanol (67-56-1))
• 沸点：
  434.4±45.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,2',3,3',5,5',6,6'-octafluoro-4,4'-bis(phenylthio)biphenyl 、 苯硫酚 在 三乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 6.77h， 生成 2,2',3',5,5',6,6'-heptafluoro-3,4,4'-tris(phenylthio)biphenyl 、 2',3,3',5',6,6'-hexafluoro-2,4,4',5-tetrakis(phenylthio)biphenyl 、 2',3,5',6,6'-pentafluoro-2,3',4,4',5-pentakis(phenylthio)biphenyl 、 3,3',6,6'-tetrafluoro-2,2',4,4',5,5'-hexakis(phenylthio)biphenyl
  参考文献：
  名称：

  The stepped reaction of decafluorobiphenyl with thiophenol studied by in situ 19F NMR spectroscopy

  摘要：

  Kinetic studies on the reaction of decafluorobiphenyl and di- and tetra(phenylthio)-substituted perfluorobiphenyl with thiophenol in the presence of triethylamine were performed by in situ F-19 NMR spectroscopy to determine rate constants. In well-defined consecutive reactions, the even-numbered phenylthio derivatives are main products whereas the odd-numbered derivatives are much more reactive and were observed only in low concentrations. Very pronounced differences in rate constants and reactivity were obtained. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.07.013
• 作为产物：
  描述：

  十氟联苯 、 Blei-thiophenolat 以88%的产率得到
  参考文献：
  名称：

  PEACH, M. E.;SMITH, K. C., J. FLUOR. CHEM., 1985, 27, N 1, 105-114

  摘要：

  DOI：

文献信息

• The thiolate anion as a nucleophile Part XII. Reactions of Lead(II) Benzenethiolate
  作者：Michael E. Peach、Kevin C. Smith

  DOI：10.1016/s0022-1139(00)80902-1

  日期：1985.1

  The reactions of various fluoroaromatics, C6F6−xHx, and C6F5X (X = C6F6, Cl, Me, NO2, CF3, COCl, CH2Br, OMe, and NH2) with lead(II) benzenethiolate in DMF have been examined. Lead thiolate acted as an excellent source of benzenethiolate anions and displacement of fluorine, chlorine or the nitro group was observed. The new products have been characterized by elemental analysis, and NMR (H−1 and F−19)

  各种氟代芳烃，C 6 F 6-x H x和C 6 F 5 X（X = C 6 F 6，Cl，Me，NO 2，CF 3，COCl，CH 2 Br，OMe和NH 2的反应）中已检测了DMF中的苯硫醇铅（II）。硫醇铅是苯硫醇根阴离子的极好来源，并观察到了氟，氯或硝基的置换。这些新产品已通过元素分析，NMR（H-1和F-19），红外和质谱进行了表征。
• The thiolate anion as a nucleophile. Part XIII. Reactions of some tin(II) aromatic thiolates
  作者：Rosemary C. Hynes、Michael E. Peach

  DOI：10.1016/s0022-1139(00)80528-x

  日期：1986.3

  The reactions of tin(II) benzenethiolate and p-toluenethiolate with various fluoroaromatics in DMF have been studied. Replacement of some of the aromatic fluorines by the thiolate group was observed. The tin(II) aromatic thiolates are comparable in reactivity in these reactions with lead(II) benzenethiolate. All new compounds have been characterized by elemental analysis, and NMR (H-1 and F-19) and

  研究了苯硫醇锡（II）和对甲苯硫醇锡与DMF中各种氟代芳烃的反应。观察到一些芳族氟被硫醇盐基团取代。在这些反应中，锡（II）芳族硫醇盐与苯硫醇铅（II）具有可比性。所有新化合物均已通过元素分析，NMR（H-1和F-19）和质谱进行了表征。
• A study of the substitution of some fluoroaromatics using [Pb(EPH)3]- (E = S or Se) as a source of the eph- nucleophile
  作者：S.H. Blanchard、P.A.W. Dean、V. Manivannan、R.S. Srivastava、J.J. Vittal

  DOI：10.1016/s0022-1139(00)80309-7

  日期：1991.1

  kernel. To discover whether the carrier of SPh− could be [Pb(SPh)3]−, the room-temperature reactions of (AsPh4)[Pb(SPh)3] (1) with the representative substrates (C6F5)2, 2,4−C6H3(NO2)2F and C6F6 in CHCl3 (or CDCl3/CHCl3) have been investigated. The known compounds 4,4′(C6F4SPh})2 and 2,4C6H3(NO2)2(SPh) are formed readily from the first and second substrates, but the conversion of C6F6 to 4C6F4(SPh)2

  阿207的Pb（SPH）铅NMR研究2 / DMF的混合物，这是众所周知的充当SPh上的源极-亲核试剂，表明它们包含与PB物种II小号3内核。为了发现SPh上的载波是否-可以是铅[Pb（SPH）3 ] - ，的室温反应（ASPH 4）[铅（SPH）3 ]（1）与所述代表衬底（C 6 ˚F 5）2，2,4−C 6 H 3（NO 2）2 F和C 6 F6在CHCl 3（或CDCL 3 /三氯甲烷3）进行了研究。已知的化合物4,4'（C 6 F 4 SPh}）2和2,4C6H3（NO 2）2（SPh）易于从第一和第二基板形成，但是C 6 F 6的转化到4C 6 ˚F 4（SPH）2是使用的条件下非常慢。途中到4,4'（C 6 ˚F 4 SPh上}）2，新的化合物4C 6 ˚F 5 ·C 6 ˚F 4（SPh）形成。为（C 6 ˚F 5）2和2,4C 6 ħ 3（NO 2）2女，类似的但更慢反应使用不良观察（ASPH
• HYNES, R. C.;PEACH, M. E., J. FLUOR. CHEM., 1986, 31, N 2, 129-133
  作者：HYNES, R. C.、PEACH, M. E.

  DOI：——

  日期：——