2-(4-chlorophenylthio)-1-nitro-1-phenylethene | 137908-43-1

• 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: 2-(4-chlorophenylthio)-1-nitro-1-phenylethene
• 英文别名: 1-nitro-1-phenyl-2-p-chlorophenylthioethene；2-p-chlorophenylthio-1-nitro-1-phenylethene；1-chloro-4-(2-nitro-2-phenylethenyl)sulfanylbenzene
• CAS: 137908-43-1
• 化学式: C₁₄H₁₀ClNO₂S
• 分子量: 291.758
• InChiKey: VNGXCHFYDXWGMX-UHFFFAOYSA-N

物化性质

• 沸点：
  423.0±45.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenylthio)-1-nitro-1-phenylethene 在 氨 、 水 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以34%的产率得到(Z)-2-amino-1-nitro-1-phenylethene
  参考文献：
  名称：

  摘要：

  2-Arylthio- and 2-arylsulfonyl-1-nitro-1-phenylethenes react with an-tines to give the corresponding nitroenamines whose configuration (E or Z) depends on the amine structure. Primary amines gives rise to Z-nitroenamines, secondary cyclic amines with 2-arylthio-1-nitroalkenes form E-nitroenaniines, and with more reactive 2-arylsulfonyl-1-nitroalkenes E/Z-isomeric mixtures are obtained.

  DOI：

  10.1023/a:1023494629499
• 作为产物：
  描述：

  苯硫醇,4-氯-,盐钠 以 甲醇 为溶剂， 反应 0.5h， 生成 2-(4-chlorophenylthio)-1-nitro-1-phenylethene
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1013119318658

文献信息

• Mukhina, E. S.; Pavlova, Z. F.; Berkova, G. A., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 5, p. 785 - 791
  作者：Mukhina, E. S.、Pavlova, Z. F.、Berkova, G. A.、Lipina, E. S.、Mostyaeva, L. V.、et al.

  DOI：——

  日期：——
• 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, Z. F.; Kasem, Ya. A.; Lipina, E. S., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 12, p. 2227 - 2229
  作者：Pavlova, Z. F.、Kasem, Ya. A.、Lipina, E. S.、Perekalin, V. V.

  DOI：——

  日期：——
• 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：——
• ——
  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.