2,2',3,3',4,4',5,5'-Octahydro-1,1',5,5'-tetramethyl<3,3'-bi-1,2,4,5-tetrazin>-6,6'(1H,1'H)-dithion | 87774-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 2,2',3,3',4,4',5,5'-Octahydro-1,1',5,5'-tetramethyl<3,3'-bi-1,2,4,5-tetrazin>-6,6'(1H,1'H)-dithion
• 英文别名: 2,2',3,3',4,4',5,5'-octahydro-1,1',5,5'-tetramethyl-3,3'-bis-1,2,4,5-tetrazin-6,6'-thione；6-(1,5-Dimethyl-6-sulfanylidene-1,2,4,5-tetrazinan-3-yl)-2,4-dimethyl-1,2,4,5-tetrazinane-3-thione
• CAS: 87774-22-9
• 化学式: C₈H₁₈N₈S₂
• 分子量: 290.417
• InChiKey: RVHKDEJQODCNQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2',3,3',4,4',5,5'-Octahydro-1,1',5,5'-tetramethyl<3,3'-bi-1,2,4,5-tetrazin>-6,6'(1H,1'H)-dithion 在 四苯基肼 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 1,1',5,5'-tetramethyl-6,6'-dithio-3,3'-bisverdazyl
  参考文献：
  名称：

  Electronic Interactions in Verdazyl Biradicals

  摘要：

  A series of bisverdazyl biradicals in which the atoms bearing the greatest spin density are separated by several different aromatic spacer groups has been prepared in order to compare their properties to those of the nonspaced 1,1',5,5'-tetramethy1-6,6'-dioxo-3,3'-bisverdazyl (1). In addition, the 6,6'-dithio derivative (1,1',5,5'-tetramethyl-6,6'-dithio-3,3'-bis (7)) was prepared. Cyclic voltammograms of 1,4-bis(1,5-dimethyl-6-oxo-5-verdazyl)benzene (5) and 2,5-bis(1,5-dimethyl-6-oxo-3-verdazyl)thiophene (6) both show a single two-electron oxidation near 700 mV. In contrast 1, 7, and 1,3-bis(1,5-dimethyl-6-oxo-3-verdazyl)benzene (4) display two one-electron oxidation waves, with the first oxidative wave appearing also near 700 mV. The absorption spectrum of each of these biradicals was red-shifted from the maximum observed for 1. Biradicals 4, 5, and 6 exhibited linear Curie plots, although a curved Curie plot was observed for 7 with J = 560 cm(-1).

  DOI：

  10.1021/jo990962s
• 作为产物：
  描述：

  glyoxal sodium bisulfite 、 bis(1-methylhydrazide)thiocarbonic acid 以 水 为溶剂， 反应 2.0h， 以34%的产率得到2,2',3,3',4,4',5,5'-Octahydro-1,1',5,5'-tetramethyl<3,3'-bi-1,2,4,5-tetrazin>-6,6'(1H,1'H)-dithion
  参考文献：
  名称：

  Electronic Interactions in Verdazyl Biradicals

  摘要：

  A series of bisverdazyl biradicals in which the atoms bearing the greatest spin density are separated by several different aromatic spacer groups has been prepared in order to compare their properties to those of the nonspaced 1,1',5,5'-tetramethy1-6,6'-dioxo-3,3'-bisverdazyl (1). In addition, the 6,6'-dithio derivative (1,1',5,5'-tetramethyl-6,6'-dithio-3,3'-bis (7)) was prepared. Cyclic voltammograms of 1,4-bis(1,5-dimethyl-6-oxo-5-verdazyl)benzene (5) and 2,5-bis(1,5-dimethyl-6-oxo-3-verdazyl)thiophene (6) both show a single two-electron oxidation near 700 mV. In contrast 1, 7, and 1,3-bis(1,5-dimethyl-6-oxo-3-verdazyl)benzene (4) display two one-electron oxidation waves, with the first oxidative wave appearing also near 700 mV. The absorption spectrum of each of these biradicals was red-shifted from the maximum observed for 1. Biradicals 4, 5, and 6 exhibited linear Curie plots, although a curved Curie plot was observed for 7 with J = 560 cm(-1).

  DOI：

  10.1021/jo990962s

文献信息

• Neugebauer, Franz Alfred; Fischer, Hans; Siegel, Rolf, Chemische Berichte, 1983, vol. 116, # 10, p. 3461 - 3481
  作者：Neugebauer, Franz Alfred、Fischer, Hans、Siegel, Rolf、Krieger, Claus

  DOI：——

  日期：——
• NEUGEBAUER, F. A.;FISCHER, H.;SIEGEL, R.;KRIEGER, C., CHEM. BER., 1983, 116, N 10, 3461-3481
  作者：NEUGEBAUER, F. A.、FISCHER, H.、SIEGEL, R.、KRIEGER, C.

  DOI：——

  日期：——
• Electronic Interactions in Verdazyl Biradicals
  作者：Rosario M. Fico、Michael F. Hay、Scott Reese、Steve Hammond、Elizabeth Lambert、Marye Anne Fox

  DOI：10.1021/jo990962s

  日期：1999.12.1

  A series of bisverdazyl biradicals in which the atoms bearing the greatest spin density are separated by several different aromatic spacer groups has been prepared in order to compare their properties to those of the nonspaced 1,1',5,5'-tetramethy1-6,6'-dioxo-3,3'-bisverdazyl (1). In addition, the 6,6'-dithio derivative (1,1',5,5'-tetramethyl-6,6'-dithio-3,3'-bis (7)) was prepared. Cyclic voltammograms of 1,4-bis(1,5-dimethyl-6-oxo-5-verdazyl)benzene (5) and 2,5-bis(1,5-dimethyl-6-oxo-3-verdazyl)thiophene (6) both show a single two-electron oxidation near 700 mV. In contrast 1, 7, and 1,3-bis(1,5-dimethyl-6-oxo-3-verdazyl)benzene (4) display two one-electron oxidation waves, with the first oxidative wave appearing also near 700 mV. The absorption spectrum of each of these biradicals was red-shifted from the maximum observed for 1. Biradicals 4, 5, and 6 exhibited linear Curie plots, although a curved Curie plot was observed for 7 with J = 560 cm(-1).