4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol | 678-40-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol
• 英文别名: 3-(Heptadecafluorooctyl)-1-propanethiol
• CAS: 678-40-0
• 化学式: C₁₁H₇F₁₇S
• 分子量: 494.215
• InChiKey: FNWQCNGAKJJOQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  {PPh4}2{Fe4S4(S-t-Bu)4} 、 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol 以 乙腈 为溶剂， 反应 12.0h， 以67%的产率得到
  参考文献：
  名称：

  相和氧化还原转移了四个铁/四个硫簇：金属酶辅因子的氟类似物†

  摘要：

  （1）[Q] 2 [Fe 4 S 4（SC（CH 3）3）4 ]与氟代硫醇HS（CH 2）n R f8（n = 2，3; R f8 =（CF 2）7 CF 3））或（2）[Na] 2 [Fe 4 S 4（S（CH 2）n R f8）4 ]（n = 2，3）和[PhCH 2 P（（CH 2）3 R f6）3 ] [Br]或[PPN] [Cl]（PPN = Ph 3 P N PPh 3），得到标题化合物[Q] 2 [Fe 4 S 4（S（CH 2）n R f8）4 ]，由氟二价阴离子含氟阳离子的，并且在一些情况下，与（1）Q / ñ =苯基4 P / 2（4，67％）中，Ph 4 P / 3（5，67％）中，Me 4 N / 3（ 69％）和Ph 3 P（CH 2）2 R f6 / 2（73％）或（2）PhCH 2 P（（CH2） 3 - [R F6） 3 /2（ 14，39％），物理信道2 P（（CH

  DOI：

  10.1039/c5dt01959a
• 作为产物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基碘 在 硫脲 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以91 %的产率得到4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol
  参考文献：
  名称：

  开发与硫结合的氟硼酸催化剂以提高酰胺化效率。

  摘要：

  已经开发出一种热稳定的含氟硫硼酸催化剂，并证明它可以在环境友好的条件下有效地促进羧酸和胺之间的脱水缩合。该方法可应用于脂肪族、芳香族和杂芳族酸以及伯胺和仲胺。N-Boc 保护的氨基酸也以良好的收率成功偶联，外消旋化非常少。该催化剂可以重复使用四次而没有明显的活性损失。

  DOI：

  10.1039/d3ra03300g

文献信息

• Thermomorphic fluorous imine and thioether palladacycles as precursors for highly active Heck and Suzuki catalysts; evidence for palladium nanoparticle pathways
  作者：Christian Rocaboy、J. A. Gladysz

  DOI：10.1039/b208545n

  日期：2003.1.8

  and can in theory be recovered by liquid/solid phase separations. However, since the quantities are small, the solvent C8F17Br is added for recycling. Induction periods in both the first and second cycles, and progressively lower activities, are noted. Transmission electron microscopy indicates the formation of soluble palladium nanoparticles. Together with other data, it is proposed that the nanoparticles

  对碘苯甲醛阐述为氟代醇p -R f8（CH 2）3 C 6 H 4 CH（OH）（CH 2）2 R f8（三步/ 80％； R f8 = n -C 8 F 17），转换为亚胺p -R f8（CH 2）3 C 6 H 4 C（N（CH 2）3 R f8）（CH 2）2 R f8（6，两步/ 93％）和硫醚p -R F8（CH 2）3 c ^ 6 ħ 4 CH（S（CH 2）3 - [R F8）（CH 2）2 - [R F8（12，64％）。用Pd（OAC）反应2（AcOH中，95 ℃）给予钯环与[RC 6 H ^ 3 CR' N（R）的Pd （μ-OAC）] 2（7，87％）和[RC 6 H ^ 3 CHR' S（R）Pd （μ-OAc）] 2（13，占84％）。前者与LiCl和LiI反应产生相应的桥连卤化物复合物（8，9）; LiCl / PPh 3提供单体RC 6 H 3 CR'N （R）Pd
• Preparation of (perfluoroalkyl)alkane thiols via Zemplén deacylation of fluorous (perfluoroalkyl)alkyl thioacetates
  作者：Bálint Menczinger、Anikó Nemes、Csongor Szíjjártó、József Rábai

  DOI：10.1016/j.jfluchem.2018.02.014

  日期：2018.6

  Convenient and robust synthesis of (perfluoroalkyl)alkane thiols [(CnF2n+1(CH2)mSH); m/n = 3/4,6,8,10, 4a-d; m/n = 2/6, 8; m/n = 1/1,2,3,7,8H, 12a-e] was developed starting from commercially available fluorous alcohols (1a-d, 5, 9a-e). The intermediate (perfluoroalkyl)alkyl iodides and/or sulfonates were reacted with potassium thioacetate in DMF, and the resulting thioacetates were deacetylated by

  （全氟烷基）烷硫醇[（C n F 2n + 1（CH 2）m SH）; 米/ Ñ  = 3 / 4,6,8,10，4A - d ; m / n  = 2/ 6，8 ; M / N  = 1 / 1,2,3,7,8H，12A - ë ]被开发由市售氟醇（起始1A - d，5，图9a - ë）。使中间体（全氟烷基）烷基碘化物和/或磺酸盐与硫代乙酸钾在DMF中反应，然后通过Zemplén类似反应使所得的硫代乙酸酯脱乙酰。以良好的总收率和高纯度获得了（全氟烷基）链烷硫醇。
• Self-assembled monolayers on gold generated from terminally perfluorinated alkanethiols bearing propyl vs. ethyl hydrocarbon spacers
  作者：Oussama Zenasni、Andrew C. Jamison、Maria D. Marquez、T. Randall Lee

  DOI：10.1016/j.jfluchem.2014.09.003

  日期：2014.12

  This paper examines the structural and interfacial properties of terminally perfluorinated self-assembled monolayers (FSAMs) on gold generated from the adsorption of a new series of terminally perfluorinated propanethiols F(CF2)(n)CH2)(3)SH, where n = 8, 10, and 12. Analysis of these FSAMs by ellipsometry and X-ray photoelectron spectroscopy (XPS) confirmed the formation of the monolayer films. The contact angles of water and n-hexadecane on these FSAMs indicated a high degree of hydrophobicity and oleophobicity. Polarization modulation infrared reflection-adsorption spectroscopy (PM-IRRAS) analysis of the films revealed that the fluorinated chains are oriented largely perpendicular to the gold surface. In addition, the FSAMs formed from the new adsorbates were compared to known FSAMs derived from F(CF2)(n)(CH2)(2)SH, where n = 8, 10, and 12, to examine the influence of the number of CH2 groups in the short alkyl spacer upon the conformational order and packing structure of the films. Analysis of the XPS spectra for the normalized peak intensity of the F 1s and S 2p binding energies for both types of films suggest a slight increase in packing density for the chains having the propyl vs. the ethyl hydrocarbon spacer. This conclusion is consistent with the observed decrease in the wetting behavior of hexadecane on the FSAMs formed from the new adsorbates. However, the preponderance of the data indicates that these two series of partially fluorinated alkanethiols form films with highly similar structure/packing characteristics with no discernible "odd-even" effect between the two series. (C) 2014 Elsevier B.V. All rights reserved.
• Phase and redox shifted four iron/four sulfur clusters: fluorous analogs of metalloenzyme cofactors
  作者：Cheng-Pan Zhang、Zhenxing Xi、Kory M. Mueller、Bradley J. Holliday、Hassan S. Bazzi、John A. Gladysz

  DOI：10.1039/c5dt01959a

  日期：——

  (CF2)7CF3)), or (2) [Na]2[Fe4S4(S(CH2)nRf8)4] (n = 2, 3) and [PhCH2P((CH2)3Rf6)3][Br] or [PPN][Cl] (PPN = Ph3PNPPh3), give the title compounds [Q]2[Fe4S4(S(CH2)nRf8)4], comprised of a fluorous dianion and in some cases fluorous cations, with (1) Q/n = Ph4P/2 (4, 67%), Ph4P/3 (5, 67%), Me4N/3 (69%), and Ph3P(CH2)2Rf6/2 (73%) or (2) PhCH2P((CH2)3Rf6)3/2 (14, 39%), PhCH2P((CH2)3Rf6)3/3 (15, 63%), and PPN/2 (36%)

  （1）[Q] 2 [Fe 4 S 4（SC（CH 3）3）4 ]与氟代硫醇HS（CH 2）n R f8（n = 2，3; R f8 =（CF 2）7 CF 3））或（2）[Na] 2 [Fe 4 S 4（S（CH 2）n R f8）4 ]（n = 2，3）和[PhCH 2 P（（CH 2）3 R f6）3 ] [Br]或[PPN] [Cl]（PPN = Ph 3 P N PPh 3），得到标题化合物[Q] 2 [Fe 4 S 4（S（CH 2）n R f8）4 ]，由氟二价阴离子含氟阳离子的，并且在一些情况下，与（1）Q / ñ =苯基4 P / 2（4，67％）中，Ph 4 P / 3（5，67％）中，Me 4 N / 3（ 69％）和Ph 3 P（CH 2）2 R f6 / 2（73％）或（2）PhCH 2 P（（CH2） 3 - [R F6） 3 /2（ 14，39％），物理信道2 P（（CH
• Development of fluorous boronic acid catalysts integrated with sulfur for enhanced amidation efficiency
  作者：Kevin Timothy Fridianto、Ya-Ping Wen、Lee-Chiang Lo、Yulin Lam

  DOI：10.1039/d3ra03300g

  日期：——

  A thermally stable, fluorous sulfur-containing boronic acid catalyst has been developed and was shown to efficiently promote dehydrative condensation between carboxylic acids and amines under environmentally friendly conditions. The methodology can be applied to aliphatic, aromatic and heteroaromatic acids as well as primary and secondary amines. N-Boc protected amino acids were also successfully coupled

  已经开发出一种热稳定的含氟硫硼酸催化剂，并证明它可以在环境友好的条件下有效地促进羧酸和胺之间的脱水缩合。该方法可应用于脂肪族、芳香族和杂芳族酸以及伯胺和仲胺。N-Boc 保护的氨基酸也以良好的收率成功偶联，外消旋化非常少。该催化剂可以重复使用四次而没有明显的活性损失。