1-Nitro-1-phenyl-2-phenylthioethene | 267884-25-3

• 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: 1-Nitro-1-phenyl-2-phenylthioethene
• 英文别名: (1-nitro-2-phenylsulfanylethenyl)benzene
• CAS: 267884-25-3
• 化学式: C₁₄H₁₁NO₂S
• 分子量: 257.313
• InChiKey: GLCRMTDJTRXEGD-UHFFFAOYSA-N

物化性质

• 沸点：
  393.2±42.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-Nitro-1-phenyl-2-phenylthioethene 、 二乙胺 以 甲醇 为溶剂， 反应 8.0h， 以73%的产率得到(E)-2-diethylamino-1-nitro-1-phenylethene
  参考文献：
  名称：

  Uno, Hidemitsu; Kinoshita, Tomohito; Matsumoto, Koji, Journal of Chemical Research, Miniprint, 1996, # 2, p. 570 - 581

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-dinitro-1-phenylethene 、 苯硫酚 以 甲醇 为溶剂， 反应 5.0h， 以43%的产率得到1-Nitro-1-phenyl-2-phenylthioethene
  参考文献：
  名称：

  Pavlova, Z. F.; Kasem, Ya. A.; Lipina, E. S., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 12, p. 2227 - 2229

  摘要：

  DOI：

文献信息

• CAN- and DDQ-Promoted Oxidation of Alkenyl Sulfides
  作者：Laura Capella、Pier Carlo Montevecchi、Daniele Nanni

  DOI：10.1021/jo00103a033

  日期：1994.12

  Vinyl sulfides 1 react with CAN in acetonitrile at room temperature to give radical cations 2A in equilibrium with the thiiranyl radical cations 2B. The reaction products arise from nucleophilic attack of the nitrate counterion at either the sulfur atom of 2A or the trivalent carbon of 2B. The last reaction can proceed through 1,2-shift or displacement of the sulfide moiety. When alpha-methylenic protons are present in 2B, deprotonation occurs, leading to allyl radicals and, ultimately, to isomeric allyl alcohols. Reactions of 1 with DDQ in acetonitrile afford charge-transfer complexes and then zwitterionic electron-transfer (ET) complexes which can evolve rapidly through intramolecular proton transfer when trans methylenic protons are present. The resulting sulfur-oxygen sigma-complexes are responsible for the reaction products mainly through either gamma-elimination of DDQH(2) or nucleophilic attack at the delta-vinylic carbon followed by displacement of DDQH(-).
• ——
  作者：N. V. Kuz'mina、E. S. Lipina、T. Yu. Kropotova、G. A. Berkova、Z. F. Pavlova

  DOI：10.1023/a:1013119318658

  日期：——

  Reactions of 1-nitro-2-sulfonylalkenes with arenethiolates result in replacement of the sulfonyl group; the reactions with alkanethiolates are accompanied by subsequent addition of the reagent at the double bond to afford thioacetals. Less reactive alpha-nitro-beta-R-thiostyrenes with thiolates at reduced temperature form addition products which are converted into the corresponding substitution products on storage at room temperature, in keeping with the addition-elimination mechanism of nucleophilic vinyl substitution. Nitro(aryl-thio)- and nitro(heterylthio)alkenes react with alkanethiolates at room temperature, resulting in replacement of the arylthio (heterylthio) group by alkylthio.
• Reactions of 1,2-dinitro- and 1-nitro-2-sulfonylethenes with some binucleophiles
  作者：T. Yu. Kretser、E. S. Lipina、N. V. Kuz’mina、G. A. Berkova

  DOI：10.1134/s1070428010080221

  日期：2010.8
• Pavlova; Lipina; Kasem, Russian Journal of Organic Chemistry, 1999, vol. 35, # 9, p. 1321 - 1325
  作者：Pavlova、Lipina、Kasem、Kuz'mina

  DOI：——

  日期：——