2-(3-chlorophenylthio)-1,4-naphthoquinone | 184166-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(3-chlorophenylthio)-1,4-naphthoquinone
• 英文别名: 2-(3-chlorophenyl)sulfanylnaphthalene-1,4-dione
• CAS: 184166-71-0
• 化学式: C₁₆H₉ClO₂S
• 分子量: 300.765
• InChiKey: ODXRDBLUBPJVBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(3-chlorophenylthio)-1,4-naphthoquinone 在 palladium diacetate 、 溶剂黄146 作用下， 反应 40.0h， 以25%的产率得到3-chlorobenzo[b]naphtho[2,3-d]thiophene-6,11-dione
  参考文献：
  名称：

  Synthesis of Benzo[b]naphtho[2,3-d]thiophene-6,11-diones via Palladium(II) Acetate-mediated Cyclization of 3-Arylthio-1,4-naphthoquinone

  摘要：

  Palladium(II)-mediated oxidative cyclization of 3-arylthio1,4-naphthoquinone (4) giving biologically important benzo[b]naphtho[2,3-d]thiophene-6,11-diones (2) has been performed with a stoichiometric amount of palladium(II) acetate in distillated acetic acid.

  DOI：

  10.3987/com-05-10341
• 作为产物：
  描述：

  3-氯苯硫酚 、 1,4-萘醌 在 palladium diacetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以55%的产率得到2-(3-chlorophenylthio)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis of Benzo[b]naphtho[2,3-d]thiophene-6,11-diones via Palladium(II) Acetate-mediated Cyclization of 3-Arylthio-1,4-naphthoquinone

  摘要：

  Palladium(II)-mediated oxidative cyclization of 3-arylthio1,4-naphthoquinone (4) giving biologically important benzo[b]naphtho[2,3-d]thiophene-6,11-diones (2) has been performed with a stoichiometric amount of palladium(II) acetate in distillated acetic acid.

  DOI：

  10.3987/com-05-10341

文献信息

• Oxidative Free Radical Reaction of 2-Phenylthio-1,4-naphthoquinones Initiated by Manganese(III) Acetate
  作者：Che-Ping Chuang、Sheow-Fong Wang

  DOI：10.3987/com-96-7553

  日期：——

  A free radical reaction between 2-phenylthio-1,4-naphothoquinines and diethyl malonate initiated by manganese(III) acetate is described. This free radical reaction provides a new method for the synthesis of 6,11-dihydro-6,11-dioxo-12H-5-thianaphthacenes. This reaction was performed in various solvents, the best results were obtained in DMSO. With meta substituent on phenylthio ring, this reaction shows unusual high regioselectivity.