2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4(5H)-one | 1359021-07-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4(5H)-one
• 英文别名: 2-[4,5-Bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4-one；2-[4,5-bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4-one
• CAS: 1359021-07-0
• 化学式: C₁₈H₂₄N₂O₂S₆
• 分子量: 492.797
• InChiKey: ZVTYBMAHWDHKOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  194
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-d]pyridazine-4,7-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4(5H)-one
  参考文献：
  名称：

  The pyridazine–tetrathiafulvalene conjugates: synthesis, photophysical, and electrochemical properties

  摘要：

  To study the electronic interactions in donor acceptor (D A) conjugates as a precursor of optoelectronic materials, a series monopyridazine-annulated tetrathiafulvalenes and a bispyridazine-annulated tetra-thiafluvalene were synthesized by a condensation reaction of 2,3-dimethoxycarbonyl-6,7-dibutylthiotetrathiafulvalene or/and 2,3,6,7-tetramethoxycarbonyltetrathiafulvalene with hydrazine hydrate and structurally characterized by conventional chemical and physical methods. Their electronic properties have been studied experimentally by the combination of electrochemistry and UV-vis spectroscopy. All of monopyridazine-tetrathiafulvalene conjugates 7-13 show intramolecular charge transfer interaction in ground states, which is rationalized on the basis of density functional theory. Their HOMO energy levels and Er values were estimated to be -4.88 to -5.07 eV from cyclic voltammetry and 2.43-2.79 eV from the absorption spectra, respectively. The X-ray crystallographic analyses of the pyridazine tetrathiafulvalene conjugates 7, 11-13 are also reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.034

文献信息

• The pyridazine–tetrathiafulvalene conjugates: synthesis, photophysical, and electrochemical properties
  作者：Ningjuan Zheng、Bao Li、Changwei Ma、Tie Chen、Yuhe Kan、Bingzhu Yin

  DOI：10.1016/j.tet.2011.12.034

  日期：2012.2

  To study the electronic interactions in donor acceptor (D A) conjugates as a precursor of optoelectronic materials, a series monopyridazine-annulated tetrathiafulvalenes and a bispyridazine-annulated tetra-thiafluvalene were synthesized by a condensation reaction of 2,3-dimethoxycarbonyl-6,7-dibutylthiotetrathiafulvalene or/and 2,3,6,7-tetramethoxycarbonyltetrathiafulvalene with hydrazine hydrate and structurally characterized by conventional chemical and physical methods. Their electronic properties have been studied experimentally by the combination of electrochemistry and UV-vis spectroscopy. All of monopyridazine-tetrathiafulvalene conjugates 7-13 show intramolecular charge transfer interaction in ground states, which is rationalized on the basis of density functional theory. Their HOMO energy levels and Er values were estimated to be -4.88 to -5.07 eV from cyclic voltammetry and 2.43-2.79 eV from the absorption spectra, respectively. The X-ray crystallographic analyses of the pyridazine tetrathiafulvalene conjugates 7, 11-13 are also reported. (C) 2011 Elsevier Ltd. All rights reserved.