4-decylthioaniline | 15863-40-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-decylthioaniline
• 英文别名: 4-Aminophenyl-n-decylsulfid；4-Decylsulfanylaniline
• CAS: 15863-40-8
• 化学式: C₁₆H₂₇NS
• mdl: MFCD19149842
• 分子量: 265.463
• InChiKey: YRQMKNPIKBRZBY-UHFFFAOYSA-N

物化性质

• 熔点：
  42 °C
• 沸点：
  210 °C(Press: 3 Torr)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-decylthioaniline 、 1,3-phenylene bis(4-formylbenzoate) 生成
  参考文献：
  名称：

  Heppke; Parghi; Sawade, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 352, p. 745/311-752/318

  摘要：

  DOI：
• 作为产物：
  描述：

  1-癸硫醇 在 铜 、 potassium carbonate 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成 4-decylthioaniline
  参考文献：
  名称：

  Synthesis and in vitro antifungal activity of 4-substituted phenylguanidinium salts

  摘要：

  A series of 4-substituted phenylguanidinium derivatives was synthesized and its antimicrobial activity was evaluated in vitro against eight potentially pathogenic strains of fungi.

  DOI：

  10.1016/j.farmac.2004.03.001

文献信息

• Monophosphine Ligands Promote Pd-Catalyzed C–S Cross-Coupling Reactions at Room Temperature with Soluble Bases
  作者：Jessica Xu、Richard Y. Liu、Charles S. Yeung、Stephen L. Buchwald

  DOI：10.1021/acscatal.9b01913

  日期：2019.7.5

  ligands, which were considered less likely to be displaced during the course of the reaction. We show that by using monophosphine ligands instead, more effective catalysis can be achieved. Notably, compared to previous methods, this increased reactivity allows for the use of much lower reaction temperature, soluble bases, and base-sensitive substrates. In contrast to conventional wisdom, our mechanistic

  Pd催化的硫醇与芳族亲电试剂的交叉偶联是合成芳基硫醚的可靠方法，芳基硫醚是制药和农业应用中的重要化合物。由于硫醇和硫醇盐与晚期过渡金属牢固结合，因此以前的研究集中在螯合双膦配体支持的催化剂上，认为在反应过程中双膦配体不太可能被置换。我们表明，通过使用单膦配体代替，可以实现更有效的催化作用。值得注意的是，与以前的方法相比，这种增加的反应性允许使用更低的反应温度，可溶的碱和对碱敏感的底物。与传统观点相反，我们的机理数据表明，硫醇对膦配体的取代程度首先是，
• Synthesis, phase transitions, and liquid crystal behavior of alkylthio azobenzenes
  作者：Yuki Arakawa、Satoyoshi Inui、Hideto Tsuji

  DOI：10.1016/j.tet.2022.132958

  日期：2022.9

  the shortest methyl group do not exhibit practical liquid crystal (LC) phases. Among them, polarized optical microscopy indicated that 6S–AZO–1 formed the elusive monotropic nematic (N) phase only in its supercooled isotopic-phase parts. By contrast, asymmetric mS–AZO–6 with a relatively longer hexyl group at the azobenzene core terminal opposite to the alkylthio-appended terminal form well-defined LC

  我们报告了烷硫基附加偶氮苯的合成、相变和介晶行为。具有烷硫基和烷基的各种对称和不对称偶氮苯（分别为m S-AZO-S m和m S -AZO- n，其中m和n分别表示烷硫基和烷基的烷基链中的碳原子数，并且等于 1、6 或 10)。对称烷硫基m S-AZO-S m和不对称m具有最短甲基的 S-AZO-1 不表现出实用的液晶 (LC) 相。其中，偏光显微镜表明 6S-AZO-1 仅在其过冷同位素相部分形成难以捉摸的单向向列 (N) 相。相比之下，不对称的mS-AZO-6 在偶氮苯核心末端与烷硫基末端相对，具有相对较长的己基，形成明确的 LC 相。随着烷硫基烷基链长度的增加，液晶相由非层状N相向层状近晶A相转变为高度有序的正交相；此外，LC 相从单向性转变为对映性。在与烷硫基相反的核心末端用相对较长的烷基链进行不对称取代有利于在烷硫基偶氮苯中诱导 LC 相。
• Visible‐Light‐Sensitive Photoliquefiable Arylazoisoxazoles for the Solar Energy Conversion, Storage and Controlled‐Release of Heat at Room Temperature or Lower Temperatures
  作者：Anirban Dolai、Supriya Bhunia、Kalipada Manna、Satyajit Bera、Sk Majid Box、Kallol Bhattacharya、Ritabrata Saha、Subhasish Sarkar、Subhas Samanta

  DOI：10.1002/cssc.202301700

  日期：——

  The photoswitchable MOlecular Solar Thermal (MOST) energy storage systems that are capable of exhibiting high energy storage densities are found to suffer from the poor cyclability, the use of less abundant UV light of the solar spectrum, or reduced charging/discharging rates and poor photoconversions in solid states. Herein, we have designed and readily synthesized a novel set of para‐thioalkyl substituted arylazoisoxazoles, that undergo high trans‐cis and cis‐trans photoconversions under visible light, and show fast charging/discharging and impressive cyclability. Remarkably, the presence of C6‐or C10‐thioalkyl chainin photochromes permitted reversible solid‐liquid phase transition with the formation of cis‐enriched charged states by 400 nm light irradiation and trans‐enriched discharged states by 530 nm light at various temperatures (10–35 °C). The solid‐to‐liquid phase transition enabled storage of the latent heat in addition to the isomerization energy, resulting in a high net energy storage density of 189–196 J/g, which are substantially higher than that of many recently reported azobenzene‐based MOST compounds (100–161 J/g). Using a high‐resolution infrared camera, we further demonstrated that a brief irradiation of green light can be employed to readily release the trapped photon energy as heat. Our results suggest that the arylazoisoxazole with C6‐thioalkyl chain at para‐position can serve as an effective and eco‐friendly photoliquefiable MOST material.

  摘要可光开关的分子太阳能热（MOST）储能系统能够表现出较高的储能密度，但其存在循环性差、需要使用较少的太阳光谱紫外光、充放电速率降低以及固态光电转换能力差等问题。在此，我们设计并轻松合成了一组新型对硫代烷基取代芳基偶氮异噁唑，它们在可见光下可发生高反式和顺式光转换，并显示出快速充电/放电和令人印象深刻的可循环性。值得注意的是，在不同温度（10-35 °C）下，C6-或 C10-硫代烷基链光色素的存在允许可逆的固液相转变，在 400 纳米光照射下形成顺式富集带电态，在 530 纳米光照射下形成反式富集放电态。固-液相变除了能储存异构化能量外，还能储存潜热，因此净能量储存密度高达 189-196 J/g，大大高于最近报道的许多偶氮苯基 MOST 化合物（100-161 J/g）。通过使用高分辨率红外相机，我们进一步证明了利用绿光的短暂照射就能轻易地将捕获的光子能量作为热量释放出来。我们的研究结果表明，在对位上带有 C6-硫代烷基链的芳基偶氮异噁唑可以作为一种有效且环保的可光降解 MOST 材料。
• Synthesis and in vitro antifungal activity of 4-substituted phenylguanidinium salts
  作者：Gabriela Braunerová、Vladimír Buchta、Luis Silva、Jiří Kuneš、Karel Palát

  DOI：10.1016/j.farmac.2004.03.001

  日期：2004.6

  A series of 4-substituted phenylguanidinium derivatives was synthesized and its antimicrobial activity was evaluated in vitro against eight potentially pathogenic strains of fungi.
• Heppke; Parghi; Sawade, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 352, p. 745/311-752/318
  作者：Heppke、Parghi、Sawade

  DOI：——

  日期：——