di-(3,4-dimethoxyphenyl) sulfoxide

• 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: di-(3,4-dimethoxyphenyl) sulfoxide
• 英文别名: 4-(3,4-Dimethoxyphenyl)sulfinyl-1,2-dimethoxybenzene
• 化学式: C₁₆H₁₈O₅S
• 分子量: 322.382
• InChiKey: WOGIIMHXLHWQHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻苯二甲醚 在 氯化亚砜 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到di-(3,4-dimethoxyphenyl) sulfoxide
  参考文献：
  名称：

  Scandium Triflate Catalyzed One-Pot Synthesis of Diaryl Sulfoxides

  摘要：

  芳烃在室温下与氯磺酰反应，且在催化量的三氟化钪存在下，顺利生成相应的对称二芳基亚砜，产率极高，区域选择性良好。

  DOI：

  10.1055/s-2002-25330

文献信息

• Scandium Triflate Catalyzed One-Pot Synthesis of Diaryl Sulfoxides
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、R. Srinivasa Rao、S. Praveen Kumar、K. Nagaiah

  DOI：10.1055/s-2002-25330

  日期：——

  Arenes react smoothly with thionyl chloride in the presence of a catalytic amount of scandium triflate at ambient temperature to afford the corresponding symmetrical diaryl sulfoxides in excellent yields with high regioselectivity.

  芳烃在室温下与氯磺酰反应，且在催化量的三氟化钪存在下，顺利生成相应的对称二芳基亚砜，产率极高，区域选择性良好。
• Highly Rapid and Direct Synthesis of Diaryl Sulfoxides
  作者：B. P. Bandgar、S. N. Kinkar、V. T. Kamble、S. V. Bettigeri

  DOI：10.1055/s-2003-41461

  日期：——

  Aromatic compounds react smoothly with thionyl chloride in the presence of 10 mol% of water at ambient temperature to afford the corresponding symmetrical diaryl sulfoxides in good to excellent yields with high regioselectivity.

  芳香化合物在常温下与10 mol%的水共同存在时，能与亚硫酰氯顺利反应，得到相应的对称二芳基亚砜，产率良好至优异，并且具有高的区域选择性。
• Lithium/Sodium Perchlorate Catalyzed Synthesis of Symmetrical Diaryl Sulfoxides
  作者：B. P. Bandgar、S. S. Makone

  DOI：10.1081/scc-120027723

  日期：2004.12.31

  Synthesis of diaryl sulfoxides from aromatics and thionyl chloride catalyzed by LiClO4/NaClO4 at room temperature is described. Mild reaction conditions, simple work-up, inexpensive and easily available catalysts are important and attractive features of this method.
• Polystyrene and Silica Gel–Supported, AlCl₃-Catalyzed Preparation of Diaryl Sulfoxides from Arenes and Thionyl Chloride
  作者：Kaveh Parvanak Boroujeni

  DOI：10.1080/10426500903496721

  日期：2010.9.27

  A simple, chemoselective, and efficient method has been developed for direct conversion of arenes to symmetrical diaryl sulfoxides using thionyl chloride in the presence of a catalytic amount of cross-linked polystyrene-supported aluminium chloride (Ps-AlCl3) and silica gel-supported aluminium chloride (SiO2-AlCl3). These solid acid catalysts are stable and can be easily recovered and reused without appreciable change in their efficiency.