3-methyldiphenylsulphone | 5402-35-7

• 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: 3-methyldiphenylsulphone
• 英文别名: phenyl m-tolyl sulfone；1-methyl-3-(phenylsulfonyl)benzene；m-Tolylphenylsulfon；m-tolyl phenyl sulfone；3-methylphenyl phenyl sulfone；m-Methyl-diphenylsulfon；1-(benzenesulfonyl)-3-methylbenzene
• CAS: 5402-35-7
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: AIPARANMWZBSRC-UHFFFAOYSA-N

物化性质

• 熔点：
  109 °C
• 沸点：
  399.4±21.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyldiphenylsulphone 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 3-(苯磺酰基)-苯甲酸
  参考文献：
  名称：

  The Metalation of Diaryl Sulfones. I¹

  摘要：

  DOI：

  10.1021/ja01151a012
• 作为产物：
  描述：

  苯硫酚铜(I) 在 吡啶 、 喹啉 、 双氧水 、 溶剂黄146 作用下， 生成 3-methyldiphenylsulphone
  参考文献：
  名称：

  Adams et al., Croatica Chemica Acta, 1957, vol. 29, p. 277,284, 285

  摘要：

  DOI：

文献信息

• Regiospecific Cleavage of S–N Bonds in Sulfonyl Azides: Sulfonyl Donors
  作者：Zhiguo Zhang、Songnan Wang、Yong Zhang、Guisheng Zhang

  DOI：10.1021/acs.joc.8b03046

  日期：2019.4.5

  Sulfonyl azides have been widely used as sulfonamido, diazo, and azido donors, as well as all-nitrogen 1,3-dipoles donors in synthetic chemistry. Here, the sulfonyl azides were used as efficient sulfonyl donors, which is very unusual. Trifluoromethanesulfonic acid-induced formation of the sulfonyl cation reactive species from sulfonyl azides was developed and used for the first time to couple various

  磺酰叠氮化物已被广泛用作合成化学中的磺酰氨基，重氮和叠氮基供体，以及全氮1,3-偶极供体。在这里，磺酰叠氮化物被用作有效的磺酰供体，这是非常不寻常的。研究了三氟甲磺酸诱导的由磺酰叠氮化物形成的磺酰阳离子反应性物质，并首次用于偶联各种灭活的芳烃，从而在环境温度下制备砜。
• Method for acylation or sulphonylation of an aromatic compound
  申请人：Rhodia Chimie

  公开号：US06348631B1

  公开（公告）日：2002-02-19

  The present invention relates to a process for the acylation or sulphonylation of an aromatic compound. More particularly, the invention relates to a process for the acylation or sulphonylation of an activated or deactivated aromatic compound. The invention is applied to the preparation of aromatic ketones or sulphones. The process for the acylation or sulphonylation of an aromatic compound which consists in reacting at least one aromatic compound with an acylating or sulphonylating agent, in the presence of a Friedel-Crafts catalyst is characterized in that the acylation or sulphonylation reaction is carried out in liquid phase under microwave irradiation.

  本发明涉及一种芳香化合物的酰化或磺化过程。 更具体地，该发明涉及一种对活化或去活化的芳香化合物进行酰化或磺化的过程。 该发明应用于芳香酮或磺酮的制备。 将至少一种芳香化合物与酰化剂或磺化剂在弗里德尔-克拉夫茨催化剂存在下反应的芳香化合物酰化或磺化过程的特征在于，在微波辐射下在液相中进行酰化或磺化反应。
• An efficient method for aromatic Friedel–Crafts alkylation, acylation, benzoylation, and sulfonylation reactions
  作者：Ravi P Singh、Rajesh M Kamble、Kusum L Chandra、P Saravanan、Vinod K Singh

  DOI：10.1016/s0040-4020(00)01005-x

  日期：2001.1

  Aromatic electrophilic substitution reactions such as alkylation, acylation, benzoylation, and sulfonylation were studied in the presence of a catalytic amount of Cu(OTf)2 and Sn(OTf)2. Cu(OTf)2 was very efficient for alkylation, acylation, and benzoylation reactions. However, in case of sulfonylation reactions, Sn(OTf)2 gave better results.

  在催化量的Cu（OTf）2和Sn（OTf）2存在下，研究了烷基化，酰化，苯甲酰化和磺酰化等芳香亲电取代反应。Cu（OTf）2对于烷基化，酰化和苯甲酰化反应非常有效。然而，在磺酰化反应的情况下，Sn（OTf）2给出了更好的结果。
• Structural Characterization of Bismuth( <scp>III</scp> ) and Antimony( <scp>III</scp> ) Chlorotriflates: Key Intermediates in Catalytic Friedel−Crafts Transformations
  作者：Stéphane Mazières、Christophe Le Roux、Magali Peyronneau、Heinz Gornitzka、Nicolas Roques

  DOI：10.1002/ejic.200400281

  日期：2004.7

  reaction of MCl3 (M = Bi, Sb) with triflic acid. After crystallization from THF, 1 and 2 were investigated in the solid state by X-ray crystallography. Their use as catalysts in benzoylation of toluene, acylation of m-xylene, and sulfonylation of toluene led to conclusive results, thus giving weight to their key role as intermediates in Friedel−Crafts reactions. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451

  锑和铋的氯三氟甲磺酸盐 ClnM(OSO2CF3)3−n（n = 1 或 2）被认为是在使用 Bi(OSO2CF3)3、Sb(OSO2CF3)3、BiCl3 系统的 Friedel-Crafts 反应中非常重要的金属中间体/CF3SO2OH 或 SbCl3/CF3SO2OH 作为催化剂。迄今为止未知的化合物 ClBi(OSO2CF3)2 (1) 和 Cl2Sb(OSO2CF3) (2) 是通过 MCl3 (M = Bi, Sb) 与三氟甲磺酸反应合成的。从 THF 结晶后，通过 X 射线晶体学研究固态下的 1 和 2。它们在甲苯的苯甲酰化、间二甲苯的酰化和甲苯的磺酰化中用作催化剂，产生了决定性的结果，从而使它们在 Friedel-Crafts 反应中作为中间体的关键作用得到重视。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany
• A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination
  作者：Anand Kumar Pandey、Saurabh Kumar、Rahul Singh、Krishna Nand Singh

  DOI：10.1016/j.tet.2018.09.059

  日期：2018.11

  A new and efficient approach adopting copper-catalyzed cross-coupling of sulfonyl hydrazides with aryltriazenes has been developed to synthesize aryl sulfones using Brønsted acidic ionic liquid as promoter under ambient conditions. The process employs stable and easy to handle reacting partners, and is endowed with broad substrate scope.

  已开发出一种新的高效方法，该方法采用铜酰肼与磺酰基芳基三嗪的交叉偶联，在环境条件下使用布朗斯台德酸性离子液体作为促进剂来合成芳基砜。该方法使用稳定且易于处理的反应伙伴，并具有广泛的底物范围。

表征谱图