1-甲基-2-(4-甲基苯基)磺酰基-苯 | 41908-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲基-2-(4-甲基苯基)磺酰基-苯
• 英文名称: o-tolyl-p-tolyl sulfone
• 英文别名: 1-methyl-2-tosylbenzene；o-methylphenyl p-tolyl sulfone；O,p'-ditolyl sulfone；1-methyl-2-(4-methylphenyl)sulfonylbenzene
• CAS: 41908-97-8
• 化学式: C₁₄H₁₄O₂S
• 分子量: 246.33
• InChiKey: ITAJGXLAYACITF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904100000

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  邻甲苯基(对甲苯基)硫化物	o-tolyl(p-tolyl)sulfane	4279-70-3	C14H14S	214.331

反应信息

• 作为反应物：
  描述：

  1-甲基-2-(4-甲基苯基)磺酰基-苯 、 (S)-N-benzylidene-4-toluenesulfinamide 在 lithium diisopropyl amide 作用下， 生成
  参考文献：
  名称：

  Facile Synthesis of Optically Pure 1,2-Diaryl (and 1-Alkyl-2-aryl) Ethyl and Propylamines

  摘要：

  [GRAPHICS]A concise high-yielding route to synthetically useful 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines in high enantiomeric purity is described. The key step of this route is the completely stereoselective addition of lithium (R)-ortho-(p-toluenesulfinyl)benzylic carbanions to (S)-N-p-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinylation and C-desulfinylation of the resulting adducts can be achieved with no loss of optical. purity employing conventional methods (TFA and Raney-Ni, respectively).

  DOI：

  10.1021/ol027464h
• 作为产物：
  描述：

  邻甲苯基(对甲苯基)硫化物 在 双氧水 、 溶剂黄146 作用下， 生成 1-甲基-2-(4-甲基苯基)磺酰基-苯
  参考文献：
  名称：

  Mody,M.K. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1977, vol. 15B, p. 1008 - 1012

  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。
• Friedel-Crafts Alkylation and Acylation in the Absence of Solvent
  作者：M. Ghiaci、J. Asghari

  DOI：10.1080/00397919808007036

  日期：1998.6

  Abstract A short and efficient synthetic route, for alkylation and acylation of aromatic compounds in the absence of solvent is developed. According to the reaction system and conditions used, different alkyl-, and acyl arenes are obtained in moderate to good yields. The structures are assigned by 1H and 13C NMR spectroscopy.

  摘要 开发了一种在无溶剂条件下对芳香族化合物进行烷基化和酰化的短而有效的合成路线。根据所用的反应体系和条件，不同的烷基芳烃和酰基芳烃可以以中等至良好的收率获得。结构由 1H 和 13C NMR 光谱确定。
• 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。
• Copper-mediated sulfonylation of aryl iodides and bromides with arylsulfonyl hydrazides in PEG-400
  作者：Xiangmei Wu、Yan Wang

  DOI：10.1039/c8nj00075a

  日期：——

  Sulfonylation using stable and readily available arylsulfonyl hydrazides and aryl iodides or bromides mediated by cupric acetate has been achieved. Using polyethylene glycol (PEG-400) as an eco-friendly medium, the coupling reaction could afford a series of unsymmetrical diaryl sulfones in moderate to good yields without the presence of additional ligands and base.

  已经实现了使用稳定且容易获得的芳基磺酰基酰肼和由乙酸铜介导的芳基碘化物或溴化物进行的磺酰化。使用聚乙二醇（PEG-400）作为生态友好型介质，偶联反应可以以中等至良好的收率得到一系列不对称的二芳基砜，而无需其他配体和碱的存在。
• A highly active and easily recoverable chitosan@copper catalyst for the C–S coupling and its application in the synthesis of zolimidine
  作者：Chao Shen、Jun Xu、Wenbo Yu、Pengfei Zhang

  DOI：10.1039/c4gc00161c

  日期：——

  The chitosan@copper catalyst displays high efficiency as an easily recoverable catalyst for C–S couplings and the synthesis of zolimidine.

  壳聚糖@铜催化剂显示出高效率，可作为易于回收的催化剂用于C-S偶联反应和左利咪嗪的合成。