4-(N,N-dimethylamino)phenyl disulfide | 5397-29-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(N,N-dimethylamino)phenyl disulfide
• 英文别名: Di(p-dimethylaminophenyl)disulfid；Bis-(4-dimethylamino-phenyl)-disulfid；bis(4-dimethylamino phenyl)-disulfide；Bis[p-[dimethylamino]phenyl]disulfide；4-[[4-(dimethylamino)phenyl]disulfanyl]-N,N-dimethylaniline
• CAS: 5397-29-5
• 化学式: C₁₆H₂₀N₂S₂
• mdl: MFCD00094004
• 分子量: 304.48
• InChiKey: KKCFDYUJPVROAI-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C
• 沸点：
  439.5±30.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  4-(N,N-dimethylamino)phenyl disulfide 在 氢氧化钾 、 三丁基膦 、 羟胺 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 2.5h， 生成 6-(4-dimethylaminio-phenylsulfanyl)-hexa-2,4-dienoic acid hydroxyamide
  参考文献：
  名称：

  [EN] HISTONE DEACETYLASE INHIBITORS
  [FR] INHIBITEURS D'HISTONE DESACETYLASE

  摘要：

  本发明提供了一般式(I)的组蛋白去乙酰化酶抑制剂，以及制备这类化合物的方法和这些化合物在医学上的用途。

  公开号：

  WO2004046094A1
• 作为产物：
  描述：

  4-(二甲基氨基)苯-1-磺酰氯 在 air 、 硫酸 、 氨 作用下， 生成 4-(N,N-dimethylamino)phenyl disulfide
  参考文献：
  名称：

  Fichter; Tamm, Chemische Berichte, 1910, vol. 43, p. 3034

  摘要：

  DOI：

文献信息

• The use of aminoiminomethanesulfinic acid (thiourea dioxide) under phase transfer conditions for generating organochalcogenate anions. Synthesis of sulfides, selenides and tellurides
  作者：J.V. Comasseto、E.S. Lang、J. Tercio、B. Ferreira、F. Simonelli、V.R. Correia

  DOI：10.1016/0022-328x(87)80095-5

  日期：1987.11

  quenched by alkyl and activated aryl halides to give the corresponding sulfides and selenides in high yield (77–97%). The aryltellurolates react with alkyl halides giving the aryl alkyl tellurides in 81–96% yield. The procedure could not be successfully used for the synthesis of dialkylselenides and dialkyl tellurides; low yields and mixture of products were formed.

  描述了一种方法，该方法允许在相转移条件下从相应的二有机二硫代碳酸酯开始原位合成芳基烷基，二芳基和二烷基硫属化物。在碱性介质中，氨基亚氨基甲烷亚磺酸（二氧化硫脲）可还原二氰化物，并由季铵盐催化。对于二芳基二硫化物和二芳基二硒化物，在氢氧化钠浓度为13％时，还原很容易进行；二芳基二碲化物需要50％的氢氧化钠溶液以生成芳基碲酸根阴离子。二烷基二硒化物和二烷基二碲化物更难以还原。用烷基和活化的芳基卤化物淬灭中间体芳基硫醇盐和芳基硒酸酯，可以高产率（77-97％）得到相应的硫化物和硒化物。芳碲酸铝盐与烷基卤化物反应，得到芳基烷基碲化物，收率为81–96％。该方法不能成功地用于合成二烷基硒化物和二烷基碲化物。收率低并且形成了产物的混合物。
• Guest Exchange by a Partial Energy Ratchet in Water
  作者：Xue Yang、Qian Cheng、Valerie Monnier、Laurence Charles、Hakim Karoui、Olivier Ouari、Didier Gigmes、Ruibing Wang、Anthony Kermagoret、David Bardelang

  DOI：10.1002/anie.202014399

  日期：2021.3.15

  performed by natural molecular machines with synthetic systems soluble in organic solvents. In efforts toward analogous systems working in water, we show that guest molecules can be exchanged in the synthetic macrocycle cucurbit[7]uril by involving kinetic traps, and in such a way as modulating energy wells and kinetic barriers using pH, light, and redox stimuli. Ditolyl‐viologen can also be exchanged

  分子机器本质上无处不在，并且通过消耗燃料来产生适当的功而失去平衡。化学家最近擅长模仿天然分子机器在有机溶剂中可溶解的合成系统所完成的出色工作。在努力使类似系统在水中工作的过程中，我们证明了客体分子可以通过参与动力学陷阱而在合成的大环葫芦科[7] uril中进行交换，并且可以通过使用pH，光和氧化还原来调节能井和动力学屏障。刺激。Ditolyl-viologen也可以使用最佳的动力学阱进行交换，并与藻酸盐连接，从而提供可响应pH值的蓝色荧光水凝胶。具有可调的速率和对相关来宾的绑定常数，
• Unsymmetrical aryl disulfides with excellent transparency in the visible region for second order nonlinear optics
  作者：Ramanathan Sudharsanam、Srinivasan Chandrasekaran、Puspendu Kumar Das

  DOI：10.1039/b204034d

  日期：2002.9.26

  Several unsymmetrically substituted aromatic donor–acceptor disulfides have been synthesized and analysed for their second order nonlinear optical properties. These molecules exhibit moderately high first hyperpolarizability (β) with excellent transparency in the visible region. Most of the unsymmetrical disulfides have a cut-off wavelength below 420 nm. Calculations show that the molecules have an asymmetric charge distribution around the disulfide bond which is responsible for their high β values. These results provide motivation for the design and synthesis of nonlinear optical chromophores with multiple disulfide bonds for large second order nonlinearity and excellent visible transparency.

  我们合成了几种不对称取代的芳香族供体-受体二硫化物，并分析了它们的二阶非线性光学特性。这些分子表现出中等程度的第一超极化率 (β)，在可见光区域具有极佳的透明度。大多数非对称二硫化物的截止波长低于 420 纳米。计算表明，这些分子在二硫键周围具有不对称的电荷分布，这也是它们具有高 β 值的原因。这些结果为设计和合成具有多个二硫键的非线性光学发色团提供了动力，使其具有较大的二阶非线性和出色的可见光透明度。
• Selenosilane-Promoted Selective Mild Transformation of N-Thiophthalimides into Symmetric Disulfides
  作者：Caterina Viglianisi、Chiara Bonardi、Elena Ermini、Antonella Capperucci、Stefano Menichetti、Damiano Tanini

  DOI：10.1055/s-0037-1610354

  日期：2019.4

  N-thiophthalimides with bis(trimethylsilyl) sulfide [(Me3Si)2S] leads to the formation of a mixture of the corresponding disulfides and trisulfides. On the other hand, N-thiophthalimides react with bis(trimethylsilyl) selenide [(Me3Si)2Se] under TBAF catalysis to smoothly give variously substituted diaryl, divinyl, and dialkyl disulfides; formation of a selenotrisulfide (dithiaselane, RSSeSR) is rationalized as

  摘要 描述了N-硫代邻苯二甲酰亚胺与甲硅烷基硫属元素化物的反应性。用双（三甲基甲硅烷基）硫化物[（Me 3 Si）2 S]处理N-硫代邻苯二甲酰亚胺导致形成相应的二硫化物和三硫化物的混合物。另一方面，N-硫代邻苯二甲酰亚胺与双（三甲基甲硅烷基）硒化物[（Me 3 Si）2[Se]在TBAF催化下平滑地得到各种取代的二芳基，二乙烯基和二烷基二硫化物；硒代壬烯硫醚（二硫杂sel烷，RSSeSR）的形成被合理地认为是一种中间体。利用甲硅烷基硫属元素化物的不同化学行为，我们公开了在温和条件下以高收率获得二硫化物的新颖，选择性和操作简单的方法。 描述了N-硫代邻苯二甲酰亚胺与甲硅烷基硫属元素化物的反应性。用双（三甲基甲硅烷基）硫化物[（Me 3 Si）2 S]处理N-硫代邻苯二甲酰亚胺导致形成相应的二硫化物和三硫化物的混合物。另一方面，N-硫代邻苯二甲酰亚胺与双（三甲基甲硅烷基）硒化物[（Me 3
• The Atlantic burden-sharing debate-widening or fragmenting?
  作者：Malcolm Chalmers

  DOI：10.1111/1468-2346.00207

  日期：2001.7

  The Atlantic burden-sharing debate during the early part of the twenty-first century is shaping up to be very different from those of NATO's first fifty years. The resources needed for direct defence of western Europe have fallen sharply, and further cuts are possible. The gradual strengthening of European cooperation means that the EU is becoming an actor in its own right in many international regimes. Debates about which countries are pulling their weight internationally are also taking into account contributions to non-military international public goods—financing EU enlargement, aiding the Third World, reducing emissions of climate-damaging pollutants. In this new multidimensional debate, it becomes more apparent that states that contribute more to one regime often do less than most in another. Germany, for example, is concerned about its excessive contribution to the costs of EU enlargement, but it spends considerably less than France and the UK on defence. European countries contribute three times as much as the United States to Third World aid, and will soon pay almost twice as much into the UN budget. Yet they were dependent on the US to provide most of the military forces in the 1999 Kosovo conflict, and would be even more dependent in the event of a future Gulf war.This widening of the burden-sharing debate contains both dangers and opportunities. It could lead to a fragmentation of the Atlantic dialogue, with each side talking past the other on an increasing number of issues, ranging from global warming to Balkan peacekeeping. In order to avoid such a dangerous situation, the US and European states should maintain the principle that all must make a contribution to efforts to tackle common problems, whether it be through troops in Kosovo or commitments to reducing greenhouse gas emissions. Yet there should also be some flexibility in defining who does how much. The preparedness of some countries to lead, by doing more, will be essential if international cooperation is to have a chance to work.

  二十一世纪初的大西洋责任分担辩论与北约头五十年的辩论截然不同。西欧直接防御所需的资源急剧下降，而且有可能进一步削减。欧洲合作的逐步加强意味着欧盟正在成为许多国际制度中的一个独立行为体。关于哪些国家在国际上发挥了重要作用的辩论也考虑到了对非军事国际公益事业的贡献--为欧盟的扩大提供资金、援助第三世界、减少破坏气候的污染物排放。在这场新的多维辩论中，越来越明显的是，对某一制度贡献较多的国家在另一制度中的贡献往往少于大多数国家。例如，德国担心其为欧盟扩大所做的贡献过大，但其国防开支却远远低于法国和英国。欧洲国家对第三世界的援助是美国的三倍，对联合国预算的投入也将很快达到美国的两倍。然而，在 1999 年科索沃冲突中，欧洲国家依赖美国提供了大部分军事力量，如果未来发生海湾战争，欧洲国家的依赖程度将更高。它可能导致大西洋对话支离破碎，双方在从全球变暖到巴尔干维和等越来越多的问题上各说各话。为了避免出现这种危险的局面，美国和欧洲国家应坚持以下原则：无论是通过在科索沃派驻部队，还是承诺减少温室气体排放，所有国家都必须为解决共同问题做出贡献。然而，在确定由谁来承担多少责任时也应该有一定的灵活性。如果要使国际合作有机会奏效，一些国家就必须做好准备，通过做更多的事情来发挥带头作用。