2,4,6-tri(3,4,5-trihexylsulfanylphenyl)-1,2,4,5-tetrazane-3-one | 1355037-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,4,6-tri(3,4,5-trihexylsulfanylphenyl)-1,2,4,5-tetrazane-3-one
• CAS: 1355037-37-4
• 化学式: C₇₄H₁₂₆N₄OS₉
• 分子量: 1376.43
• InChiKey: YLJZKQRFKLDHEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.89
• 重原子数：
  88.0
• 可旋转键数：
  57.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  47.61
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2,4,6-tri(3,4,5-trihexylsulfanylphenyl)-1,2,4,5-tetrazane-3-one 在 四丁基溴化铵 、 sodium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 二氯甲烷 为溶剂， 生成 1,3,5-tri-(3,4,5-trihexylsulfanylphenyl)-6-oxoverdazyl
  参考文献：
  名称：

  Photoconductive Liquid-Crystalline Derivatives of 6-Oxoverdazyl

  摘要：

  1,3,5-Triphenyl-6-oxoverdazyl radicals 1[n], in which each phenyl group is substituted with three alkylsulfanyl groups (n = 6, 8, 10), exhibit a monotropic columnar rectangular (Col(r)) phase below 60 C. Detailed analysis of 1[n] revealed a broad absorption band in the visible region with maxima at 540 and 610 nm and redox potentials E-1/2(0/+1) = +0.99 V and E-1/2(0/-1) = -0.45 V VS SCE. Photovoltaic studies of 1[8] demonstrated a hole mobility of 1.52 x 10(-3) cm(2) V-1 s-(1) in the mesophase with an activation energy of 0.06 +/- 0.01 eV. Magnetization studies of 1[8] revealed nearly ideal paramagnetic behavior in either the solid or fluid phase above 200 K and weak antiferromagnetic interactions at low temperatures.

  DOI：

  10.1021/ja209467h
• 作为产物：
  描述：

  3,4,5-trihexylsulfanylphenylhydrazine 在 吡啶 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 生成 2,4,6-tri(3,4,5-trihexylsulfanylphenyl)-1,2,4,5-tetrazane-3-one
  参考文献：
  名称：

  Induction of Columnar Discotic Behavior in Verdazyl Radicals with Alkylsulfanyl Substituents

  摘要：

  Substitution of the 1,3,5-triphenyl-6-oxoverdazyl radical with n-alkylsulfanyl groups lead to derivatives 1[n], which exhibit a columnar rectangular phase (Col(r) ) below 60 degrees C. Compounds 1[n] have a broad absorption band in the visible region with maxima at 540 and 610nm and redox potentials E0/+1 (1/2) = +0.99V and E0/-1 (1/2) = -0.45V vs. SCE. Time-of-flight (TOF) investigation of 1[8] revealed hole mobility of (h) = 1.52 x 10(-3) cm(2) V-1 s(-1) in the columnar phase with an activation energy E-a = 0.06 +/- 0.01eV. Magnetization studies of 1[8] demonstrated nearly ideal paramagnetic behavior in both solid and fluid phases above 200K and weak antiferromagnetic interactions at low temperatures. Verdazyl derivatives 1[n] were prepared in a sequence of reactions starting from 1-bromo-3,4,5-trifluorobenzene by alkylsulfanylation, followed by hydrazinylation, and finally 6-oxoverdazyl ring assembly using the Milcent method.

  DOI：

  10.1080/10426507.2012.736896