2,3-(N,N'-diohenylthioureylene)-naphtho-1,4-quinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2,3-(N,N'-diohenylthioureylene)-naphtho-1,4-quinone
• 英文别名: 1,3-Diphenyl-2-sulfanylidenebenzo[f]benzimidazole-4,9-dione；1,3-diphenyl-2-sulfanylidenebenzo[f]benzimidazole-4,9-dione
• 化学式: C₂₃H₁₄N₂O₂S
• 分子量: 382.442
• InChiKey: VRNYKSOXNQEOTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 、 N,N'-二苯基硫脲 以 乙腈 为溶剂， 生成 2,3-(N,N'-diohenylthioureylene)-naphtho-1,4-quinone
  参考文献：
  名称：

  Study of a reaction between 2,3-dichloro-1,4-naphthoquinone and N,N′-diphenyl thiourea involving an EDA adduct as intermediate

  摘要：

  The reaction between 2,3-dichloro-1,4-naphthoquinone and NAP-diphenyl thiourea in acetonitrile medium, which yields the product, 2,3-(N,N'-diphenylthioureylene)-naphtho-1,4-quinone has been found to take place in two ways-thermal and photochemical. The thermal (dark) reaction occurs through an electron donor-acceptor (EDA) adduct as intermediate with evolution of HCl and kinetic data fit into the schemeA + B reversible arrow AB (fast) --> product (slow)Formation constant of the EDA adduct and the rate constant of the slow process have been determined at four different temperatures from which the enthalpy of formation of AB has been determined. The photochemical reaction has been studied with 360 nm ordinary light and also with 365 and 370 nm laser beams. Use of laser causes about 10(3)-fold increase in the rate of the reaction but does not affect the quantum yield. The final product has been isolated and characterised by elemental analysis, H-1 and C-13 NMR, IR spectroscopy and mass spectrometry. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2003.09.007