4-(2-(4-methoxyphenyl)disulfanyl)benzenamine | 1005154-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-(4-methoxyphenyl)disulfanyl)benzenamine
• 英文别名: 4-[(4-Methoxyphenyl)disulfanyl]aniline；4-[(4-methoxyphenyl)disulfanyl]aniline
• CAS: 1005154-92-6
• 化学式: C₁₃H₁₃NOS₂
• 分子量: 263.384
• InChiKey: AGVDGYOBDFPFBP-UHFFFAOYSA-N

物化性质

• 沸点：
  418.5±30.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  85.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4'-二氨基二苯二硫醚 、 4,4'-二甲氧基二苯二硫 在 三乙胺 作用下， 以 氘代乙腈 为溶剂， 反应 120.0h， 生成 4-(2-(4-methoxyphenyl)disulfanyl)benzenamine
  参考文献：
  名称：

  单一系统中的二硫键，亚胺和金属配位：三个动态平衡之间的相互作用。

  摘要：

  我们报告了一个系统，其中三个不同的动态键，二硫键（SS），亚胺（C = N）和配位键（N->金属）被证明能够同时进行可逆交换。所研究系统的“二硫化物层”由两个均二硫化物，即双（4-氨基苯基）二硫化物1和双（4-甲氧基苯基）二硫化物2组成，它们在催化量的三乙胺存在下达到平衡，从而有利于氢的形成。杂二硫化物产物，即4-氨基苯基-4'-甲氧基苯基二硫化物3。2-甲酰基吡啶和金属盐的加入通过形成以二硫化物1为亚组分的金属配合物，强烈干扰了该1 + 2--3平衡。 。在两种情况下，CuI都会使平衡扰动3.3倍，FeII会使平衡扰动179倍，这两种情况均有利于均二硫化物。在形成金属络合物之后，可通过配位（金属转移作用：用FeII取代CuI）或共价（亚胺交换：一个胺残基取代另一个胺基）交换来进一步修饰二硫键平衡。因此，尽管证明了三种动态链接是相互兼容的，但是一种链接的变化可以用来可预测地扰动涉及另一种链接的平衡。

  DOI：

  10.1002/chem.200701228

文献信息

• Efficient one-pot construction of unsymmetrical disulfide bonds with TCCA
  作者：Feng Yang、Wen Wang、Kaidi Li、Weili Zhao、Xiaochun Dong

  DOI：10.1016/j.tetlet.2016.12.007

  日期：2017.1

  We report herein a one-pot synthesis of unsymmetrical disulfides with trichloroisocyanuric acid (TCCA) as an oxidant. Under facile conditions, aromatic-aromatic disulfides and aromatic-aliphatic disulfides were synthesized in good to excellent yields even without base. For the construction of the challenging aliphatic-aliphatic disulfides, good yields of the desired products were also obtained with

  我们在这里报告了不对称二硫化物的一锅法合成，其中三氯异氰尿酸（TCCA）为氧化剂。在方便的条件下，即使没有碱，也能以良好至极好的收率合成芳族-芳族二硫化物和芳族-脂族二硫化物。为了构建具有挑战性的脂族-脂肪族二硫化物，还可以在条件略微改变的情况下获得所需产物的良好收率。此外，反应证明了广泛的底物范围，非常短的反应时间（<5分钟）和简便的程序。
• Ligand-Free Palladium-Catalyzed C-S Coupling Reactions Using Water as Solvent and Microwaves
  作者：Sivan Velmathi、Reena Vijayaraghavan、Ch. Amarendar、Ravindra Pal、Ajayan Vinu

  DOI：10.1055/s-0030-1258815

  日期：2010.11

  Herein we demonstrate for the first time a rapid and efficient method for the synthesis of aryl sulfides by the direct substitution reaction of aromatic thiols with aryl halides using water as solvent under microwave irradiation. This procedure offers a high yield in shorter reaction time as compared to conventional methods.

  在此，我们首次展示了一种快速高效的合成芳基硫化物的方法，通过在水相中利用微波辐射直接替代反应芳香硫醇与芳基卤化物。与传统方法相比，该程序提供了更高的产率和更短的反应时间。
• SELF-HEALING ELASTOMER AND PROCESS FOR ITS PREPARATION
  申请人：FUNDACIÓN CIDETEC

  公开号：US20170008999A1

  公开（公告）日：2017-01-12

  The self-healing cross-linked polymer comprises units of formula (I), wherein: P is a polymeric chain, R 1 and R 1 ′ are independently selected from the group consisting of: —H, (C 1 -C 20 )alkyl, (C 5 -C 14 )aryl, —OR 4 , —(CO)R 5 , —O(CO)R 6 , —(SO)R 7 , —NH—CO—R 8 , —COOR 9 , —NR 10 R 11 , —NO 2 , and halogen; R 2 , R 2 ′, R 3 and R 3 ′ are independently selected from the group consisting of: —H, (C 1 -C 20 )alkyl and (C 5 -C 14 )aryl; R 4 to R 11 are the same or different, and are selected from the group consisting of: —H, (C 1 -C 20 )alkyl, and (C 5 -C 14 )aryl; m is from 3 to 4; n is from 1 to 2; provided that n+m is 5; the polymer having H-bonding interactions and being able to undergo catalyst free aromatic disulfide metathesis at room-temperature, and having a tensile strength value from 0.5 to 1.5 MPa and an elongation at break value higher than 200% at room-temperature.
• [EN] SELF-HEALING ELASTOMER AND PROCESS FOR ITS PREPARATION<br/>[FR] ELASTOMÈRE AUTORÉPARANT ET PROCÉDÉ DE SYNTHÈSE DE CELUI-CI
  申请人：FUNDACIÓN CIDETEC

  公开号：WO2015127981A1

  公开（公告）日：2015-09-03

  The self-healing cross-linked polymer comprises units of formula (I), wherein: P is a polymeric chain, R1 and R1' are independently selected from the group consisting of: -H, (C1-C20)alkyl, (C5-C14)aryl, -OR4, -(CO)R5, -O(CO)R6, -(SO)R7, -NH-CO-R8, -COOR9, -NR10R11, -NO2, and halogen; R2, R2', R3 and R3' are independently selected from the group consisting of: -H, (C1-C20)alkyl and (C5-C14)aryl; R4 to R11 are the same or different, and are selected from the group consisting of: -H, (C1-C20)alkyl, and (C5-C14)aryl; m is from 3 to 4;n is from 1 to 2; provided that n + m is 5; the polymer having H-bonding interactions and being able to undergo catalyst free aromatic disulfide metathesis at room-temperature, and having a tensile strength value from 0.5 to 1.5 MPa and an elongation at break value higher than 200% at room- temperature. (I)