Dithiadiazole

Structure of a 1,2,3,5-dithiadiazolium ring.

In chemistry, dithiadiazoles are a family of heterocyclic compounds with the formula RCN₂S₂. Although several isomers are possible, the 1,2,3,5-dithiadiazoles have received greater attention. The neutral compounds are radicals with 7 π electrons. Oxidation affords the dithiadiazolium cations.^[1]

Chloride salts of diithiadiazolium cation can be prepared by the reaction of nitriles with thiazyl chloride:

RCN + 2 NSCl → [RCN₂S₂]Cl + 1/2 Cl₂ + 1/2 N₂

References

↑ Jeremy M. Rawson, Arthur J. Banister, Ian Lavender (1995). "The Chemistry of Dithiadiazolylium and Dithiadiazolyl Rings". Adv. Heterocyc. Chem. 62: 137. doi:10.1016/S0065-2725(08)60422-5.

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[1] Jeremy M. Rawson, Arthur J. Banister, Ian Lavender (1995). "The Chemistry of Dithiadiazolylium and Dithiadiazolyl Rings". Adv. Heterocyc. Chem. 62: 137. doi:10.1016/S0065-2725(08)60422-5.