4-硝基苯磺酸苄酯 | 4028-53-9

• 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: 4-硝基苯磺酸苄酯
• 英文名称: benzyl p-nitrobenzenesulphonate
• 英文别名: benzyl 4-nitrobenzenesulfonate；Benzyl-(p-nitro-benzolsulfonat)；Benzyl-4-nitrobenzolsulfonat；Benzyl 4-nitrobenzene-1-sulfonate
• CAS: 4028-53-9
• 化学式: C₁₃H₁₁NO₅S
• 分子量: 293.3
• InChiKey: DAZXBAMNNWGCMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2906299090

反应信息

• 作为反应物：
  描述：

  4-硝基苯磺酸苄酯 、 甲氧苯胺 以 乙腈 为溶剂， 生成 N-苄基-4-甲氧基苯胺
  参考文献：
  名称：

  Lee, Ikchoon; Koh, Han Joong; Lee, Bon-Su, Journal of the Chemical Society. Perkin transactions II, 1991, p. 1741 - 1746

  摘要：

  DOI：
• 作为产物：
  描述：

  4-硝基苯磺酸 、 溴甲苯 生成 4-硝基苯磺酸苄酯
  参考文献：
  名称：

  Yoh, Soo-Dong; Tsuno, Yuho; Fujio, Mizue, Journal of the Chemical Society. Perkin transactions II, 1989, p. 7 - 14

  摘要：

  DOI：

文献信息

• Kinetic isotope effects involving deuteriated aniline nucleophiles
  作者：Ikchoon Lee、Han Joong Koh、Bon-Su Lee、Hai Whang Lee

  DOI：10.1039/c39900000335

  日期：——

  Primary and secondary α-deuterium kinetic isotope effects are observed with deuteriated aniline nucleophiles in the SN2 reactions of 1-phenylethyl and benzyl benzenesulphonates, providing evidence in support of the four centre transition state mechanism for the former reaction.

  氘代苯胺亲核试剂在1-苯乙基和苄基苯磺酸盐的S N 2反应中观察到了一级和二级α-氘动力学同位素效应，为支持前者反应的四个中心过渡态机理提供了证据。
• Photooxidation of Alkyl 4-Nitrophenyl Sulfides and Sulfoxides. Observation of Oxidative C-S Bond Cleavage and Rearrangement Reactions
  作者：Daniel J. Pasto、Francois Cottard、Laurent Jumelle

  DOI：10.1021/ja00099a015

  日期：1994.10

  Alkyl 4-nitrophenyl sulfides and sulfoxides undergo a self-photoinduced, singlet oxygen oxidation to produce a variety of products, including sulfonates and carbonyl compounds formed by the oxidative cleavage of the C-S bond of the sulfides and sulfoxides. Structural rearrangements are observed in the resulting carbonyl compounds formed in the oxidative cleavage of the C-S bond in the tert-amyl and 2-phenylethyl sulfides. An overall mechanism is proposed which involves the formation of peroxysulfoxides and peroxysulfones which undergo heterolytic C-S bond cleavage to form ion pairs which recombine to form persulfenates or persulfinates which then undergo photo- and/or thermally-induced homolytic O-O bond cleavage to form alkoxy and sulfinyl or sulfonyl radicals. The alkoxy radicals undergo beta-scission, disproportionation, or recombination with the sulfonyl radical to form the observed products. These C-S oxidative cleavage reactions have only been rarely observed in the earlier studies on the singlet oxygen oxidation studies of dialkyl sulfides, and are attributed, in part, to the presence of the 4-nitro group on the aromatic ring which greatly affects the susceptibility of the sulfur atom of the sulfides and sulfoxides toward nucleophilic attack, and on the reactivity of the peroxysulfoxides and peroxysulfones toward heterolytic cleavage of the O-S bond.
• Lee, Ikchoon; Koh, Han Joong; Lee, Hai Whang, Journal of Chemical Research, Miniprint, 1990, # 9, p. 2177 - 2194
  作者：Lee, Ikchoon、Koh, Han Joong、Lee, Hai Whang

  DOI：——

  日期：——