(4-Methoxyphenyl) o-tolyl sulfone | 92190-63-1

• 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-Methoxyphenyl) o-tolyl sulfone
• 英文别名: 1-(4-Methoxyphenyl)sulfonyl-2-methylbenzene
• CAS: 92190-63-1
• 化学式: C₁₄H₁₄O₃S
• 分子量: 262.329
• InChiKey: NXOWXFARTDSUDS-UHFFFAOYSA-N

物化性质

• 熔点：
  83-84 °C(Solv: ethanol (64-17-5))
• 沸点：
  427.1±38.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-碘苯甲醚 在 potassium permanganate 、 铜 、 溶剂黄146 作用下， 生成 (4-Methoxyphenyl) o-tolyl sulfone
  参考文献：
  名称：

  Baliah; Mathew, Journal of the Indian Chemical Society, 1957, vol. 34, p. 581,583

  摘要：

  DOI：

文献信息

• Visible-Light-Driven Silver-Catalyzed One-Pot Approach: A Selective Synthesis of Diaryl Sulfoxides and Diaryl Sulfones
  作者：Dong Hyuk Kim、Juyoung Lee、Anna Lee

  DOI：10.1021/acs.orglett.7b03901

  日期：2018.2.2

  An efficient one-pot approach for the synthesis of diaryl sulfoxides and diaryl sulfones using aryl thiols and aryl diazonium salts was developed. The use of a visible-light-driven silver catalysis and the subsequent singlet-oxygen-induced oxidation enabled selective synthesis of sulfoxides and sulfones in the absence of a photocatalyst. The reactions were carried out under mild reaction conditions;

  开发了一种有效的一锅法，用于使用芳基硫醇和芳基重氮盐合成二芳基亚砜和二芳基砜。使用可见光驱动的银催化以及随后的单线态氧诱导的氧化使得能够在不存在光催化剂的情况下选择性合成亚砜和砜。反应在温和的反应条件下进行。在室温和空气气氛下获得所需产物。
• 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。
• Acylation and Related Reactions under Microwaves. 4. Sulfonylation Reactions of Aromatics
  作者：Julien Marquié,、André Laporterie、Jacques Dubac、Nicolas Roques、Jean-Roger Desmurs

  DOI：10.1021/jo0010173

  日期：2001.1.1

  reactive and/or nonvolatile reagents (anisole, xylenes, mesitylene) expeditious conditions (short reaction time at constant MW power without control of the temperature) were used. With less reactive and/or low-boiling reagents (benzene, toluene, halobenzenes), the rise in temperature and the increase of reaction time were controlled either by sequential MW irradiation or by a temperature order. It was shown

  苯及其活化或失活衍生物的无溶剂磺酰化反应是在微波（MW）辐射和催化量的氯化铁（III）的条件下进行的，在这些条件下，氯化铁（III）的活性高于其他金属盐。对于反应性和/或非挥发性试剂（苯甲醚，二甲苯，均三甲苯）使用较快的条件（在恒定MW功率下，反应时间短而不控制温度）。对于反应性较低和/或沸点较低的试剂（苯，甲苯，卤代苯），可通过顺序进行MW辐射或按温度顺序控制温度的升高和反应时间的增加。结果表明，MWs与反应中存在的极性物质（尤其是芳基砜及其FeCl3络合形式）发生优先相互作用。
• Friedel–Crafts sulfonylation of aromatics catalysed by solid acids: An eco-friendly route for sulfone synthesis
  作者：Boyapati M. Choudary、N. Sreenivasa Chowdari、M. Lakshmi Kantam

  DOI：10.1039/b002931i

  日期：——

  A mild and efficient catalytic method for Friedel–Crafts sulfonylation of arenes to the corresponding sulfones using a catalytic amount of reusable solid acid and arene- or alkanesulfonyl chlorides, sulfonic anhydrides and sulfonic acids as sulfonylating agents is described. Solid acids enable formation of a sulfone by the reaction of a sulfonic acid and an arene for the first time. In pursuit of the development of the best catalytic system, various metal-exchanged K10 montmorillonites and synthetic zeolites such as zeolite beta, zeolite Y and ZSM-5 have been screened for Friedel–Crafts sulfone synthesis. Fe3+-montmorillonite in the family of clays and zeolite beta in the family of zeolites exhibit higher activity. The activity is correlated to the presence of the right mix of Brønsted and Lewis acidic sites. The regioselective sulfonylation of toluene and naphthalene are studied in which para and beta selectivities are observed respectively.

  本发明介绍了一种温和高效的催化方法，该方法使用催化量的可重复使用的固体酸以及作为磺化剂的炔或烷磺酰氯、磺酸酐和磺酸，将炔烃进行弗里德尔-卡夫斯磺化反应，生成相应的砜。固体酸首次使磺酸和炔反应生成砜。为了开发最佳催化体系，研究人员筛选了各种金属交换K10蒙脱石和合成沸石，如β沸石、Y沸石和ZSM-5，用于弗里德卡夫砜的合成。粘土家族中的 Fe3+ 蒙脱石和沸石家族中的β沸石表现出更高的活性。这种活性与布氏酸性位点和路易斯酸性位点的适当组合有关。对甲苯和萘的区域选择性磺化进行了研究，分别观察到对位选择性和β选择性。
• Bismuth(III) Trifluoromethanesulfonate:  An Efficient Catalyst for the Sulfonylation of Arenes
  作者：Sigrid Répichet、Christophe Le Roux、Pierre Hernandez、Jacques Dubac、Jean-Roger Desmurs

  DOI：10.1021/jo9902603

  日期：1999.8.1