4-(4-Cyano-phenyl)-[1,2,3,5]dithiadiazol-1-ylium; chloride | 141949-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-Cyano-phenyl)-[1,2,3,5]dithiadiazol-1-ylium; chloride
• 英文别名: 4-(4-Cyanophenyl)-1,2,3,5-dithiadiazol-1-ium chloride；4-(1,2,3,5-dithiadiazol-1-ium-4-yl)benzonitrile;chloride
• CAS: 141949-41-9
• 化学式: C₈H₄N₃S₂*Cl
• 分子量: 241.725
• InChiKey: TWFUWERTWFHBJM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.58
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对苯二腈 在 二氯化硫 、 lithium hexamethyldisilazane 作用下， 生成 4-(4-Cyano-phenyl)-[1,2,3,5]dithiadiazol-1-ylium; chloride
  参考文献：
  名称：

  Preparation and characterisation of the mixed 1,3,2,4-/1,2,3,5-dithiadiazolylium salts and related free radicals; [m- and [p-SNSNC–C₆H₄–CNSSN]^x(x= 2+, ·+ or 2·)

  摘要：

  The salts [m- and [p-SNSNC-C6H4-CNSSN][AsF6]2, were prepared (in yields exceeding 90%) by the reaction of [NCC6H4CNSSN]AsF6] with [SNS][AsF6] in liquid SO2 and were recrystallised as MeCN solvates. Partial and complete reduction of these dications (as the dichloride salts) led to the isolation and solid-state characterisation of the paramagnetic radical cations [m- and [p-SNSNC-C6H4-CNSSN] Cl and the diradicals [m- and [p-SNSNC-C6H4-)CNSSN2.. The crystal structure of [p-SNSNC-C6H4-CNSSN][AsF6]2.MeCN shows essentially planar SNSNC and CNSSN rings, rotated by 25.1 and 16.7-degrees respectively from the phenylene ring plane.

  DOI：

  10.1039/dt9930001421

文献信息

• Dalton communications. Convenient preparations of the mixed 1,3,2,4-/1,2,3,5-dithiadiazolylium salt [SNSNC–C₆H₄–CNSSN][AsF₆]₂and the first mixed free radical, p-[SNSNC–C₆H₄–CNSSN]²˙
  作者：Arthur J. Banister、Ian Lavender、Jeremy M. Rawson、Roger J. Whitehead

  DOI：10.1039/dt9920001449

  日期：——

  The salt [p-NCC6H4- activated -CNSSN] Cl prepared by reaction of Li[p-NCC6H4C(NSiMe3)2] with SCl2} was converted into [p-NCC6H4- activated -CNSSN]Asf6 (with AgAsF6) and then reacted with [SNS]AsF6 to provide [activated SNSNC-C6H4- activated CNSSN][AsF6]2 in 92% recovered yield. Complete reduction of this material produced the first mixed 1,3,2,4-/1,2,3,5-dithiadiazole diradical, [activated SNSNC-C6H4- activated CNSSN]2..
• Preparation and characterisation of the mixed 1,3,2,4-/1,2,3,5-dithiadiazolylium salts and related free radicals; [m- and [p-SNSNC–C₆H₄–CNSSN]^x(x= 2+, ·+ or 2·)
  作者：Arthur J. Banister、Ian Lavender、Jeremy M. Rawson、William Clegg、Brian K. Tanner、Roger J. Whitehead

  DOI：10.1039/dt9930001421

  日期：——

  The salts [m- and [p-SNSNC-C6H4-CNSSN][AsF6]2, were prepared (in yields exceeding 90%) by the reaction of [NCC6H4CNSSN]AsF6] with [SNS][AsF6] in liquid SO2 and were recrystallised as MeCN solvates. Partial and complete reduction of these dications (as the dichloride salts) led to the isolation and solid-state characterisation of the paramagnetic radical cations [m- and [p-SNSNC-C6H4-CNSSN] Cl and the diradicals [m- and [p-SNSNC-C6H4-)CNSSN2.. The crystal structure of [p-SNSNC-C6H4-CNSSN][AsF6]2.MeCN shows essentially planar SNSNC and CNSSN rings, rotated by 25.1 and 16.7-degrees respectively from the phenylene ring plane.