苯硫醇,4-(4-吡啶基)- | 188358-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 苯硫醇,4-(4-吡啶基)-
• 英文名称: 4-(4-thiophenyl)pyridine
• 英文别名: 4-(pyridin-4-yl)benzenethiol；4-(4-Mercaptophenyl)pyridine；4-pyridin-4-ylbenzenethiol
• CAS: 188358-98-7
• 化学式: C₁₁H₉NS
• mdl: MFCD15476056
• 分子量: 187.265
• InChiKey: OKLNUSRPPUYSQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯硫醇,4-(4-吡啶基)- 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 作用下， 以 四氢呋喃 、 癸烷 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 dimethyl 7'-(4-mercaptophenyl)-8a'H-spiro[fluorene-9,1'-indolizine]-2',3'-dicarboxylate disulfide
  参考文献：
  名称：

  Synthesis of dihydroindolizines for potential photoinduced work function alteration

  摘要：

  Seeking to immobilize photochromophores on metallic surfaces, we have synthesized four molecules which contain both a photoresponsive dihydroindolizine (DHI) core and a sulfur containing moiety, which allow for their assembly onto gold substrates. Sonogashira, Suzuki, or Ullmann couplings are employed to generate pyridines with pendant thioacetates (or disulfides). The pyridines are condensed with spiro[2-cyclopropene-1,9'[9H]fluorene]-2,3-dimethyl ester affording the targeted DHIs. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.097
• 作为产物：
  描述：

  4-溴茴香硫醚 在 四(三苯基膦)钯 氢氧化钾 、 正丁基锂 、 四丁基溴化铵 、 2-甲基-2-丙硫醇钠盐 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.25h， 生成 苯硫醇,4-(4-吡啶基)-
  参考文献：
  名称：

  1-Methylpyridinium-4-(4-phenylmethanethiosulfonate) iodide, MTS-MPP+, a novel scanning cysteine accessibility method (SCAM) reagent for monoamine transporter studies

  摘要：

  A novel substituted cysteine accessibility method (SCAM) reagent was developed for monoamine uptake transporters. The new reagent, MTS-MPP+, was a derivative of the neurotoxin and transporter substrate MPP+. MTS-MPP+ labeled cysteine residues introduced into the serotonin transporter protein. Although it did not prove to be a substrate, as is MPP+, it appears to label cysteine residues lining the permeation pore of the transporter more readily than currently available nonspecific SCAM reagents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.058

文献信息

• Hydroxylamine‐Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron‐Catalyzed Preparation of Unprotected Sulfinamides from Thiols
  作者：Sayanti Chatterjee、Szabolcs Makai、Bill Morandi

  DOI：10.1002/anie.202011138

  日期：2021.1.11

  An iron catalyzed reaction for the selective transformation of thiols (‐SH) to sulfinamides (‐SONH2) by a direct transfer of ‐O and free ‐NH2 groups has been developed. The reaction operates under mild conditions using a bench stable hydroxylamine derived reagent, exhibits broad functional group tolerance, is scalable and proceeds without the use of any precious metal catalyst or additional oxidant

  开发了一种铁催化反应，通过直接转移-O和游离-NH 2基团，将硫醇（-SH）选择性转化为亚磺酰胺（-SONH 2 ）。该反应使用工作台稳定的羟胺衍生试剂在温和条件下进行，表现出广泛的官能团耐受性，可扩展且无需使用任何贵金属催化剂或额外的氧化剂即可进行。这种新颖、实用的反应可一步形成两个不同的新键（S=O 和 S−N），从而化学选择性地形成有价值的、未受保护的亚磺酰胺产物。初步的机理研究表明醇溶剂作为氧原子供体的作用。
• Nucleophilic properties of thiourea towards aromatic halides
  作者：C. Combellas、S. Dellerue、G. Mathey、A. Thiébault

  DOI：10.1016/s0040-4039(96)02366-0

  日期：1997.1

  Arylsulfides (and diaryldisulfides obtained spontaneously by oxidation of the arylsulfides during the work-up) and diarylsulfides can be obtained by substituting aryl radicals by the thiourea anion in liquid ammonia under an electrochemical inducement.

  芳基硫化物（以及在处理过程中通过芳基硫化物的氧化而自发获得的二芳基二硫化物）和二芳基硫化物可以通过在电化学诱导下用液氨中的硫脲阴离子取代芳基来获得。
• Synthesis of dihydroindolizines for potential photoinduced work function alteration
  作者：Matthew A. Bartucci、Patrycja M. Wierzbicki、Chengeto Gwengo、Sunny Shajan、Syed H. Hussain、Jacob W. Ciszek

  DOI：10.1016/j.tetlet.2010.10.097

  日期：2010.12

  Seeking to immobilize photochromophores on metallic surfaces, we have synthesized four molecules which contain both a photoresponsive dihydroindolizine (DHI) core and a sulfur containing moiety, which allow for their assembly onto gold substrates. Sonogashira, Suzuki, or Ullmann couplings are employed to generate pyridines with pendant thioacetates (or disulfides). The pyridines are condensed with spiro[2-cyclopropene-1,9'[9H]fluorene]-2,3-dimethyl ester affording the targeted DHIs. (C) 2010 Elsevier Ltd. All rights reserved.
• 1-Methylpyridinium-4-(4-phenylmethanethiosulfonate) iodide, MTS-MPP+, a novel scanning cysteine accessibility method (SCAM) reagent for monoamine transporter studies
  作者：Alejandra Gallardo-Godoy、Melissa I. Torres-Altoro、Kellie J. White、Eric L. Barker、David E. Nichols

  DOI：10.1016/j.bmc.2006.09.058

  日期：2007.1.1

  A novel substituted cysteine accessibility method (SCAM) reagent was developed for monoamine uptake transporters. The new reagent, MTS-MPP+, was a derivative of the neurotoxin and transporter substrate MPP+. MTS-MPP+ labeled cysteine residues introduced into the serotonin transporter protein. Although it did not prove to be a substrate, as is MPP+, it appears to label cysteine residues lining the permeation pore of the transporter more readily than currently available nonspecific SCAM reagents. (c) 2006 Elsevier Ltd. All rights reserved.