p-benzyl-phenylsulfonylbenzene | 58661-46-4

• 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: p-benzyl-phenylsulfonylbenzene
• 英文别名: p-Bezolsulfonyl-diphenylmethan；1-(Benzenesulfonyl)-4-benzylbenzene
• CAS: 58661-46-4
• 化学式: C₁₉H₁₆O₂S
• 分子量: 308.401
• InChiKey: AVTOTQQFADUJHA-UHFFFAOYSA-N

物化性质

• 熔点：
  172-174 °C
• 沸点：
  480.7±24.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  benzylsulfonyl azide 以3%的产率得到
  参考文献：
  名称：

  KREHER R.; JAEGER G., Z. NATURFORSCH. , 1976, 31B, NO 1, 126-130

  摘要：

  DOI：

文献信息

• Sensitive nature of ligand coupling and pseudorotation to electronic effect of substituent---ligand coupling in the reactions of benzylic aryl sulfoxides with benzylic Grignard reagents
  作者：Shoji Wakabayashi、Masahiro Ishida、Takashi Takeda、Shigeru Oae

  DOI：10.1016/s0040-4039(00)80517-1

  日期：1988.1

  Unlike the reaction of benzylic 2-pyridyl sulfoxides with benzylic Grignard reagents, in the reaction of p-benzenesulfonylphenyl benzylic sulfoxides with benzylic Grignard reagents, benzylic groups bearing an electron-withdrawing group tends to couple with the aryl group preferentially. This change is considered to be due to a slight change of electronic environements which would effect on the ease

  与苄基2-吡啶基亚砜与苄基格利雅试剂的反应不同，在对苯磺酰基苯基苄基亚砜与苄基格利雅试剂的反应中，带有吸电子基团的苄基倾向于优先与芳基偶联。该变化被认为是由于电子环境的轻微变化，这将影响反应过程中形成的初始σ-硫烷的假旋转的容易程度。
• Ligand coupling through σ-sulfurane — complete retention of geometric configuration of allylic and vinylic groups in the reactions of allylic and vinylic sulfoxides with Grignard reagents
  作者：Shigeru Oae、Takashi Takeda、Shoji Wakabayashi

  DOI：10.1016/s0040-4039(00)80518-3

  日期：1988.1

  The reaction of p-benzenesulfonylphenyl crotyl sulfoxide with Grignard reagents is considered to proceed via formation of an incipient σ-sulfurane to afford the coupling product, p-benzenesulfonyl-crotylbenzene, in which the geometric configuration of crotyl group was completely preserved. No rearrangement was observed in the coupling reaction of p-benzenesulfonylphenyl α-methylallyl sulfoxide. Such

  对苯磺酰基苯基巴豆基亚砜与格利雅试剂的反应被认为是通过形成初始的σ-硫烷来进行的，以提供偶联产物对苯磺酰基-巴豆基苯，其中巴豆基的几何构型得以完全保留。在对苯磺酰基苯基α-甲基烯丙基亚砜的偶联反应中未观察到重排。在2-吡啶基和对苯磺酰基苯基苯乙烯基亚砜与格利雅试剂的反应中也发现了这种几何构型的完全保留。
• Kreher,R.; Jaeger,G., Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1976, vol. 31, p. 126 - 130
  作者：Kreher,R.、Jaeger,G.

  DOI：——

  日期：——
• LIGAND COUPLING REACTIONS OF 2-PYRIDYL, 4-PYRIDYL AND 2-PYRIMIDYL SULFOXIDES WITH GRIGNARD REAGENTS
  作者：Shigeru Oae、Takeshi Takeda、Junichi Uenishi、Shoji Wakabayashi

  DOI：10.1080/10426509608037965

  日期：1996.8.1

  The ligand coupling reaction was extended to 3- and 4-pyridyl sulfoxides as well as the 2-pyrimidyl moiety with Grignard reagents. It was found that both 4-pyridyl and 2-pyrimidyl sulfoxides nicely underwent the ligand coupling reactions, but 3-pyridyl sulfoxide underwent ligand exchange.
• Kawai, Tsutomu; Kodera, Yoichi; Furukawa, Naomichi, Phosphorus and Sulfur and the Related Elements, 1987, vol. 34, p. 139 - 148
  作者：Kawai, Tsutomu、Kodera, Yoichi、Furukawa, Naomichi、Oae, Shigeru、Ishida, Masahiro、et al.

  DOI：——

  日期：——