phenylsulfinyl-phenyl-acetic acid | 876494-48-3

• 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: phenylsulfinyl-phenyl-acetic acid
• 英文别名: benzenesulfinyl-phenyl-acetic acid；Phenylsulfin-phenyl-essigsaeure；Benzolsulfinyl-phenyl-essigsaeure；Phenyl-(α-carboxy-benzyl)-sulfoxyd；α-Phenylsulfin-phenylessigsaeure；2-(Benzenesulfinyl)-2-phenylacetic acid
• CAS: 876494-48-3
• 化学式: C₁₄H₁₂O₃S
• 分子量: 260.313
• InChiKey: PALYQMSJKPSBRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenylsulfinyl-phenyl-acetic acid 在 silica bromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以95%的产率得到α(苯硫基)苯乙酸
  参考文献：
  名称：

  一种非常有用且温和的方法，用于使用溴化硅作为非均相促进剂将亚砜脱氧为硫化物

  摘要：

  作为非均相试剂和促进剂的溴化硅 (SB) 是由硅胶与 PBr3 反应制备的，它是一种不吸水、可过滤、廉价且稳定的淡黄色粉末，可储存数月。结果表明，SB 是一种适合且有效的试剂，可在室温温和条件下将亚砜脱氧为相应的硫化物。该试剂易于获得，使这种简单的程序具有吸引力，并且是现有方法的实用替代方案。图形概要

  DOI：

  10.1080/17415993.2013.801478
• 作为产物：
  描述：

  α(苯硫基)苯乙酸 在 过氧化脲素 、 脲硫酸盐(1:1) 作用下， 以 甲醇 为溶剂， 反应 0.83h， 以90%的产率得到phenylsulfinyl-phenyl-acetic acid
  参考文献：
  名称：

  硫酸氢铀/尿素-过氧化氢作为一种绿色无金属催化系统，用于将硫化物高效、化学和均选择性地氧化成亚砜

  摘要：

  摘要描述了在硫酸氢二铵 (UHS) 存在下，使用尿素-过氧化氢 (UHP) 加合物作为稳定、廉价且易于处理的试剂，对硫化物进行高效、化学选择性和无金属氧化。UHP 和 UHS 都会释放尿素作为环境友好的副产品。所述方法的优点是通用性、化学选择性、反应时间短、成本低、原子经济性高和绿色化学协议。图形概要

  DOI：

  10.1080/10426507.2010.494919

文献信息

• Uronium Hydrogen Sulfate/Urea-Hydrogen Peroxide as a Green and Metal-Free Catalytic System for the Efficient, Chemo-, and Homoselective Oxidation of Sulfides to Sulfoxides
  作者：Alireza Hasaninejad、Gholamabbas Chehardoli、Mohammad Ali Zolfigol、Abbas Abdoli

  DOI：10.1080/10426507.2010.494919

  日期：2011.1.31

  Abstract An efficient, chemoselective, and metal-free oxidation of sulfides is described using urea-hydrogen proxide (UHP) adduct as a stable, inexpensive, and easily handled reagent in the presence of uronium hydrogen sulfate (UHS). Both UHP and UHS release urea as an environmentally benign byproduct. The advantages of the described method are generality, chemoselectivity, short reaction time, low

  摘要描述了在硫酸氢二铵 (UHS) 存在下，使用尿素-过氧化氢 (UHP) 加合物作为稳定、廉价且易于处理的试剂，对硫化物进行高效、化学选择性和无金属氧化。UHP 和 UHS 都会释放尿素作为环境友好的副产品。所述方法的优点是通用性、化学选择性、反应时间短、成本低、原子经济性高和绿色化学协议。图形概要
• Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant
  作者：Behrooz Maleki、Saba Hemmati、Alireza Sedrpoushan、Samaneh Sedigh Ashrafi、Hojat Veisi

  DOI：10.1039/c4ra06132b

  日期：——

  Chemoselective oxidation of sulfides to sulfoxides and sulfones. Heterogeneous promoter. Synthesis of sulfoxides and sulfones at room temperature.

  选择性氧化亚硫醚为亚砜和砜。非均相催化剂。在室温下合成亚砜和砜。
• Pyridiniumporphyrazinato oxo-vanadium tribromomethanide as a new source of Br+ catalyst for the chemo and homoselective oxidation of sulfides and benzylic alcohols
  作者：Maliheh Safaiee、Mahtab Moeinimehr、Mohammad Ali Zolfigol

  DOI：10.1016/j.poly.2019.05.007

  日期：2019.9

  The present study describes the design and synthesis of novel nano N-bromo porphyrazin (N-bromo tetra-2,3-pyridiniumporphyrazinato oxo-vanadium tribromomethanide [VO(TPPABr)] CBr3) as an efficient, recyclable and thermal stable heterogeneous catalyst for chemo and homoselective oxidation of sulfides to sulfoxides and benzyl alcohols to benzaldehydes. This ecofriendly heterogeneous catalyst was fully characterized by FT-IR spectra, UV-Vis spectra, X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and thermal gravimetric analysis (TGA), energy-dispersive X-ray spectroscopy (EDX) and elemental analysis (CHN). The synthesized catalyst exhibited a high-performance and considerable reusability. (C) 2019 Elsevier Ltd. All rights reserved.
• Metal-free catalytic oxidation of sulfides to sulfoxides with ammonium nitrate, ammonium hydrogen sulfate and ammonium bromide as catalyst
  作者：Arash Ghorbani-Choghamarani、Mohammad Ali Zolfigol、Roia Ayazi-Nasrabadi

  DOI：10.1590/s0103-50532010000100006

  日期：——

  A general and metal-free catalytic oxidation of aliphatic and aromatic sulfides to their corresponding sulfoxides via combination of ammonium nitrate (NH(4)NO(3)), supported ammonium hydrogen sulfate on silica gel (NH(4)HSO(4)-SiO(2)) and a catalytic amount of ammonium bromide (NH(4)Br) in the presence of wet SiO(2) (50%, w/w) has been investigated. The reactions were carried out heterogeneously and selectively in short reaction times in CH(2)Cl(2) at room temperature. This protocol is mild and efficient compared to other reported methods.
• Fuchs, Monatshefte fur Chemie, 1929, vol. 53/54, p. 443
  作者：Fuchs

  DOI：——

  日期：——