2-fluoro-4-pentylphenyl trifluoromethanesulfonate | 1182723-63-2

• 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-fluoro-4-pentylphenyl trifluoromethanesulfonate
• 英文别名: (2-Fluoro-4-pentylphenyl) trifluoromethanesulfonate
• CAS: 1182723-63-2
• 化学式: C₁₂H₁₄F₄O₃S
• 分子量: 314.301
• InChiKey: YELUZPSSTRLQGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  、 2-fluoro-4-pentylphenyl trifluoromethanesulfonate 在 四(三苯基膦)钯 正丁基锂 、 硼酸三甲酯 、 sodium carbonate 作用下， 生成 2',2''-Difluoro-4-methylsulfanyl-4''-pentyl-[1,1';4',1'']terphenyl
  参考文献：
  名称：

  Liquid Crystals with a Thiomethyl End Group: Lateral Fluoro Substituted 4-(trans-4-(n-Propyl) Cyclohexylethyl-4′-Thiomethylbiphenyls and 4-n-Alkyl-4″-Thiomethylterphenyls

  摘要：

  The synthesis and mesogenic properties of some lateral fluoro substituted 4-(trans-4-(n-propyl)cyclohexylethyl)-4'-thiomethylbiphenyls and 4-n-alkyl-4 ''-thiomethylterphenyls are described. Birefringence (Delta n) and dielectric anisotropy (Delta epsilon) measurements for these compounds are also given and compared with analogous terminal chloro, cyano and methoxy compounds. It is found that the use of a terminal thiomethyl group produces compounds of intermediate Delta n, Delta epsilon and clearing point than analogous terminal chloro, methoxy and cyano compounds. The terminal thiomethyl group is also more smectogenic than any of the other three terminal endgroups. In most cases, however the melting points of the compounds are too high to be of practical use.

  DOI：

  10.1080/10587259508041675
• 作为产物：
  描述：

  4-溴-2-氟苯酚 在 Di-MU-碘二(三-t-丁基膦基)二钯(I) 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 2-fluoro-4-pentylphenyl trifluoromethanesulfonate
  参考文献：
  名称：

  空气稳定的 PdI 二聚体实现远程功能化：以前所未有的速度获得氟化 1,1-二芳基烷烃

  摘要：

  我们报告了在室温下在不到 10 分钟的反应时间内在长达 11 个碳的距离上进行的远程芳基化。空气稳定的 Pd 二聚体 [Pd(μ-I)(PCy 2 t Bu)] 2实现了前所未有的速度。

  DOI：

  10.1002/anie.202113667

文献信息

• Process for the preparation of rod-like compounds
  申请人：MERCK PATENT GmbH

  公开号：EP0354434A2

  公开（公告）日：1990-02-14

  Compounds of the formula I R¹-(Ao)k-(Z¹-A¹)m-Zo-(E)n-(A²)o-(Z²-A³)p-R²      I can be obtained from organoboron compounds of the formula II R¹-(Ao)k-(Z¹-A¹)m-Zo-B(Y)₂      II and compounds of the formula III X-(E)n-(A²)o-(Z²-A³)p-R²      III wherein is the compounds of the formulae I, II and III Ao, A¹, A², E, R¹, R², Zo, Q, X, Y, K, m, n, o and p have the meaning given in claim 1 by coupling in the presence of a metal compound in high yields.

  式 I 的化合物 R¹-(Ao)k-(Z¹-A¹)m-Zo-(E)n-(A²)o-(Z²-A³)p-R² I 可以从式 II 的有机硼化合物中获得 R¹-(Ao)k-(Z¹-A¹)m-Zo-B(Y)₂ II 和式 III 的化合物 X-(E)n-(A²)o-(Z²-A³)p-R² III 其中，式 I、II 和 III 中的化合物 Ao、A¹、A²、E、R¹、R²、Zo、Q、X、Y、K、m、n、o 和 p 具有权利要求 1 中给出的含义，通过在金属化合物存在下偶联获得高产率。
• Air‐Stable Pd ^I Dimer Enabled Remote Functionalization: Access to Fluorinated 1,1‐Diaryl Alkanes with Unprecedented Speed
  作者：Gourab Kundu、Filip Opincal、Theresa Sperger、Franziska Schoenebeck

  DOI：10.1002/anie.202113667

  日期：2022.1.3

  We report a remote arylation in less than 10 min reaction time at room temperature over a distance of up to 11 carbons. The unprecedented speed is enabled by the air-stable PdI dimer [Pd(μ-I)(PCy2tBu)]2.

  我们报告了在室温下在不到 10 分钟的反应时间内在长达 11 个碳的距离上进行的远程芳基化。空气稳定的 Pd 二聚体 [Pd(μ-I)(PCy 2 t Bu)] 2实现了前所未有的速度。
• Liquid Crystals with a Thiomethyl End Group: Lateral Fluoro Substituted 4-(trans-4-(<i>n</i>-Propyl) Cyclohexylethyl-4′-Thiomethylbiphenyls and 4-<i>n</i>-Alkyl-4″-Thiomethylterphenyls
  作者：Mark Goulding、Simon Greenfield、Owain Parri、David Coates

  DOI：10.1080/10587259508041675

  日期：1995.6

  The synthesis and mesogenic properties of some lateral fluoro substituted 4-(trans-4-(n-propyl)cyclohexylethyl)-4'-thiomethylbiphenyls and 4-n-alkyl-4 ''-thiomethylterphenyls are described. Birefringence (Delta n) and dielectric anisotropy (Delta epsilon) measurements for these compounds are also given and compared with analogous terminal chloro, cyano and methoxy compounds. It is found that the use of a terminal thiomethyl group produces compounds of intermediate Delta n, Delta epsilon and clearing point than analogous terminal chloro, methoxy and cyano compounds. The terminal thiomethyl group is also more smectogenic than any of the other three terminal endgroups. In most cases, however the melting points of the compounds are too high to be of practical use.