2-苯基乙基对硝基苯磺酸盐 | 24760-80-3

• 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: 2-苯基乙基对硝基苯磺酸盐
• 英文名称: 2-phenylethyl p-nitrobenzenesulphonate
• 英文别名: 2-phenethyl 4-nitrobenzenesulfonate；β-Phenethylnosylat；2-Phenylaethylnosylat；2-Phenylethyl 4-nitrobenzenesulfonate；2-phenylethyl 4-nitrobenzenesulfonate
• CAS: 24760-80-3
• 化学式: C₁₄H₁₃NO₅S
• 分子量: 307.327
• InChiKey: LJJNIZYVNWJQTE-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• 沸点：
  485.3±38.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-苯基乙基对硝基苯磺酸盐 、 三氟乙酸 生成 三氟乙酸苯乙基酯
  参考文献：
  名称：

  三芳基乙磺酸芳酯的三氟乙解中的离子对

  摘要：

  利用氘和氧18示踪技术研究了芳基2-芳基乙基磺酸酯的三氟乙解中离子对的行为。

  DOI：

  10.1016/s0040-4039(01)92455-4
• 作为产物：
  描述：

  苯乙醇 、 对硝基苯磺酰氯 生成 2-苯基乙基对硝基苯磺酸盐
  参考文献：
  名称：

  Nonbenzenoid aromatic systems. VIII. Buffered acetolysis of 2-(4- and 2-(6-azulyl)ethyl arenesulfonates and 3-(4-azulyl)-1-propyl nosylate. Examples of Ar3-5 and Ar3-6 mechanisms

  摘要：

  DOI：

  10.1021/jo00946a010

文献信息

• Kinetics and mechanism of reactions between 2-phenylethyl benzenesulphonates and anilines in methanol
  作者：Ikchoon Lee、Yong Hoon Choi、Hai Whang Lee、Byung Choon Lee

  DOI：10.1039/p29880001537

  日期：——

  Kinetics of reactions between 2-phenylethyl benzenesulphonates and anilines in methanol at 65.0 °C have been studied; the mechanism is discussed on the basis of cross interaction constants, ρij. The overall reaction was found to proceed by a dissociative SN2 mechanism with a relatively small degree of aryl participation. The fraction of the phenonium ion intermediate captured by the nucleophile, aniline

  研究了在65.0°C下2-苯乙基苯磺酸盐与苯胺在甲醇中的反应动力学。该机构被交叉相互作用常数，ρ的基础上讨论IJ。发现整个反应是通过离解的S N 2机理进行的，其中芳基的参与程度相对较小。亲核辅助途径中，亲核试剂苯胺所捕获的苯离子中间体的分数已显示出随着亲核试剂的增强而增加，并且对于芳基-建议在分子间S N i机理中出现四中心过渡态。无辅助路径。
• Mild Electrochemical Deprotection ofN-PhenylsulfonylN-Substituted Amines Derived from (R)-Phenylglycinol
  作者：Vincent Coeffard、Christine Thobie-Gautier、Isabelle Beaudet、Erwan Le Grognec、Jean-Paul Quintard

  DOI：10.1002/ejoc.200700709

  日期：2008.1

  The electrochemical reduction of N-phenylsulfonyl N-substituted amines in a protic medium under constant cathodic potential was found to be a mild desulfonylation method, which is able to challenge the chemical ones. The influence of the nature of the N-substituents was considered in order to clarify the mechanistic aspects and to evaluate the scope of the method.(© Wiley-VCH Verlag GmbH & Co. KGaA

  N-苯基磺酰基N-取代胺在恒定阴极电位下在质子介质中的电化学还原被发现是一种温和的脱磺酰化方法，能够挑战化学方法。考虑了 N 取代基的性质的影响，以阐明机械方面并评估该方法的范围。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451 Weinheim，德国，2008）
• Synthetic manipulation of the triflone group
  作者：James B. Hendrickson、Paul L. Skipper

  DOI：10.1016/0040-4020(76)85149-6

  日期：1976.1

  trifluoromethanesulfinates to trifluoromethanesulfones (“triflones”) was developed as a synthetic method for obtaining these compounds Their utility as reagents for the construction of carbon skeletons is explored with regard to reactions such as alkylation, conjugation addition, and cycloaddition. In addition, the conversion of triflones to more common functionality is described.

  三氟甲烷亚磺酸盐重排为三氟甲烷砜（“三氟甲酮”）是获得这些化合物的合成方法，其烷基化，共轭加成和环加成等反应被用作碳骨架的试剂。另外，还描述了三氟甲磺酸酯向更常见功能的转化。
• 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.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.2, page 1 - 48
  作者：

  DOI：——

  日期：——