4-bromo-4'-methoxy-diphenylsulfoxide | 1042414-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-bromo-4'-methoxy-diphenylsulfoxide
• 英文别名: 1-bromo-4-(4-methoxyphenylsulfinyl)benzene
• CAS: 1042414-10-7
• 化学式: C₁₃H₁₁BrO₂S
• 分子量: 311.199
• InChiKey: ANSPVABOAIOGQE-UHFFFAOYSA-N

物化性质

• 熔点：
  91 °C
• 沸点：
  431.4±30.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (4-bromophenyl)(4-methoxyphenyl)sulfane 在 2,2,2-三氟乙醇 、 双氧水 作用下， 反应 0.5h， 以95%的产率得到4-bromo-4'-methoxy-diphenylsulfoxide
  参考文献：
  名称：

  An increase in the cooperative catalytic performance of SBA-15 and TFE in selective oxidation of organic sulfides

  摘要：

  In this paper, trifluoroethanol (TFE) was confined into SBA-15 and compared with its similar non-fluorous systems in the metal-free oxidation of sulfides to sulfoxides in the presence of H2O2. This catalytic system successfully performed the oxidation and also showed superior activity to the other non-fluorous versions. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2015.04.003

文献信息

• Catalyst-free visible-light-initiated oxidative coupling of aryldiazo sulfones with thiols leading to unsymmetrical sulfoxides in air
  作者：Qishun Liu、Leilei Wang、Huilan Yue、Jiang-Sheng Li、Zidan Luo、Wei Wei

  DOI：10.1039/c9gc00222g

  日期：——

  A facile and efficient visible-light-driven method has been developed to construct sulfoxides via oxidative coupling of aryldiazo sulfones with thiols using the O2 in air as the oxidant. This reaction could be performed at room temperature under catalyst- and additive-free conditions. The present methodology offers a mild and environmentally benign approach to obtain a library of sulfoxides in good

  已经开发了一种简便有效的可见光驱动方法，通过使用空气中的O 2作为氧化剂，通过芳基重氮砜与硫醇的氧化偶联来构建亚砜。该反应可以在室温下在无催化剂和无添加剂的条件下进行。本方法学提供了温和且对环境无害的方法，以良好的收率和有利的官能团耐受性获得了亚砜的文库。
• 一种可见光促进非对称亚砜类化合物的制备 方法
  申请人：曲阜师范大学

  公开号：CN109810030B

  公开（公告）日：2020-09-29

  本发明属于有机合成化学领域，具体涉及一种非对称亚砜类化合物的制备方法，尤其是一种基于可见光催化合成非对称亚砜类化合物的方法。将通式I所示的化合物和通式II所示的化合物加入到反应器中，加入有机溶剂和水的混合物为反应溶剂，反应器与空气相通，可见光灯照射下，室温反应16‑40小时。TLC薄层色谱板检测反应完成后，加入纯净水，然后萃取，合并萃取液，干燥萃取液后，对萃取液进行浓缩和纯化得到通式III所示的化合物即为非对称亚砜类化合物，本发明反应条件温和、能源清洁、不需要强氧化剂，提高了反应的安全性；避免使用金属试剂污染，节约了反应成本。
• Post-synthetically modified SBA-15 with NH₂-coordinately immobilized iron-oxine: SBA-15/NH₂-FeQ₃ as a Fenton-like hybrid catalyst for the selective oxidation of organic sulfides
  作者：Habib Golchin Hosseini、Sadegh Rostamnia

  DOI：10.1039/c7nj02742g

  日期：——

  We herein report the synthesis and catalysis of SBA-15 grafted iron-oxine. SBA-15/NH₂-FeQ₃ showed efficient catalytic activity in sulfide oxidation.

  我们在此报告了SBA-15接枝铁氧啶的合成和催化。SBA-15/NH₂-FeQ₃在硫化物氧化中表现出高效的催化活性。
• Synthesis of molecular chains: phenylene thioether and sulfoxide oligomers
  作者：José Vicente、José A. Abad、Rosa M. López-Nicolás

  DOI：10.1016/j.tet.2008.04.108

  日期：2008.6

  The application of a general synthetic approach to prepare molecular chains is reported. It is based on a step-by-step method each consisting first in a Pd-catalyzed reaction between ArI and HXAr'Br (Ar=aryl, Ar'=arylene) to give ArXAr'Br followed by a Cu-catalyzed replacement of Br by I to give ArXAr'I that can be reacted with HXAr'Br in the following step. The application of this method is here illustrated to prepare phenylene sulfide oligomers (X=S). Starting from RC6H4I-4 (R=H, MeO, NO2, NH2) and HSC6H4BF-x (x=2, 4) it is possible to grow chains in one direction to give X(C6H4S-m)(n)C6H4R-4 (n=1, X=Br, m=4, R=H, MeO, NO2, NH2, SMe and m=2, R=H, MeO, NO2; n=1, X=I, m=2 or 4, R=H, MeO, NO2; n=2, X=Br, m=2 or 4, R=H, MeO, NO2; n=2, X=I, m=4, R=MeO, NO2; n=3, X=Br, m=4, R=MeO, NO2; n=3, X=I, m=4, R=NO2 and n=4, X=Br or I, m=4, R=NO2). From HSC6H4Br-x and IC6H4I-4 the chains can grow in two directions to give X(C6H4S-4)(n)C6H4X-4 (n=2 or 4, X=Br or I), 2-XC6H4(SC6H4-4)(n)SC6H4X-2 (n=3 or 5, X=Br). Using diiodomesitylene the dithioethers C6HMe3-2,4,6-(SC6H4X-4)(2)-1,3 (X=Br, I) have been prepared. The series of sulfoxides X(C6H4S(O)-4)(n)C6H4R-4 (X=Br, n=1, R=MeO, n=3, R=NO2, n=4, R=Br; X=R=I, n=2) has been obtained from the corresponding thioethers and PhICl2. (C) 2008 Elsevier Ltd. All rights reserved.