phenyl(m-tolyl)methyl p-tolyl sulfone | 1136166-73-8

• 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: phenyl(m-tolyl)methyl p-tolyl sulfone
• 英文别名: 1-Methyl-3-[(4-methylphenyl)sulfonyl-phenylmethyl]benzene；1-methyl-3-[(4-methylphenyl)sulfonyl-phenylmethyl]benzene
• CAS: 1136166-73-8
• 化学式: C₂₁H₂₀O₂S
• 分子量: 336.455
• InChiKey: KZZUVJQQXGYVFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C
• 沸点：
  522.5±50.0 °C(predicted)
• 密度：
  1.167±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• 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

反应信息

• 作为产物：
  描述：

  2,6-二甲基-4-(3-硝基苯基)-1,4-二氢-3,5-吡啶二羧酸二乙酯 、 对甲基苯磺酰甲基异腈 在 水 作用下， 反应 3.0h， 以76%的产率得到phenyl(m-tolyl)methyl p-tolyl sulfone
  参考文献：
  名称：

  Direct sulfonylation of Baylis–Hillman alcohols and diarylmethanols with TosMIC in ionic liquid-[Hmim]HSO4: an unexpected reaction

  摘要：

  A Bronsted acidic ionic liquid-[Hmim]HSO4 promoted unexpected reaction of Baylis-Hillman alcohols and diarylmethanols with p-toluenesulfonylmethyl isocyanide (TosMIC) affording the corresponding sulfone derivatives instead of N-tosylmethyl amides is reported. After isolation of the product, the ionic liquid [Hmim]HSO4 was easily recycled for further use. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.096

文献信息

• Palladium-catalyzed benzylic direct arylation of benzyl sulfones with aryl halides
  作者：Takashi Niwa、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1016/j.tet.2009.01.030

  日期：2009.3

  An effective palladium catalyst system for the direct arylation of benzyl sulfones with aryl halides has been developed. The catalytic reaction provides a facile route to diarylmethyl sulfones. The products can be transformed further via desulfonylative functionalization mediated by aluminum compounds. (C) 2009 Elsevier Ltd. All rights reserved.
• Direct sulfonylation of Baylis–Hillman alcohols and diarylmethanols with TosMIC in ionic liquid-[Hmim]HSO4: an unexpected reaction
  作者：Garima、Vishnu P. Srivastava、Lal Dhar S. Yadav

  DOI：10.1016/j.tetlet.2011.06.096

  日期：2011.9

  A Bronsted acidic ionic liquid-[Hmim]HSO4 promoted unexpected reaction of Baylis-Hillman alcohols and diarylmethanols with p-toluenesulfonylmethyl isocyanide (TosMIC) affording the corresponding sulfone derivatives instead of N-tosylmethyl amides is reported. After isolation of the product, the ionic liquid [Hmim]HSO4 was easily recycled for further use. (C) 2011 Elsevier Ltd. All rights reserved.