| Thiocyanogen | |
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| Identifiers | |
| CAS number | 505-14-6 |
| PubChem | 68160 |
| ChemSpider | 61468 |
| ChEBI | CHEBI:30063 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C2N2S2 |
| Molar mass | 116.16 g mol−1 |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Thiocyanogen, (SCN)2, is a pseudohalogen derived from the pseudohalide thiocyanate, [SCN]−. This hexatomic compound exhibits C2 point group symmetry and has the connectivity NCS-SCN[1]. The oxidation ability is greater than bromine. It reacts with water:
(SCN)2 + H2O → HSCN + HSCNO
Thiocyanogen was originally prepared by the reaction of iodine with a suspension of silver thiocyanate in diethyl ether,[2] but this reaction suffers from competing equilibria attributed to the weak oxidizing power of iodine. An improved method for generating thiocyanogen entails oxidation of plumbous thiocyanate, which precipitates when aqueous solutions of lead(II) nitrate and sodium thiocyanate are combined. A suspension of anhydrous Pb(SCN)2 is treated with bromine in glacial acetic acid to afford a 0.1M solution of thiocyanogen that is stable for days.[3]
Thiocyanogen adds to alkenes to give 1,2-bis(thiocyanato) compounds.