Is Thiocyanic acid is oxoacid ?
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Answer:
5.06.3.4.3 Sulfur nucleophiles
Treatment with thiocyanic acid of a steroid 16α,17α-episulfide substituted with an acetyl group results in desulfurization with subsequent addition of the nucleophile to the α,β-unsaturated ketone produced 〈79BAU168〉. Although the reaction occurs at 20 °C, no evidence was given to show that the desulfurization involved attack on sulfur by the thiocyanate ion. Methanethiolate ion attacks the sulfur atom of the S-methyl salt of the episulfide of adamantylideneadamantane to give the alkene and dimethyl sulfide 〈78CC630〉, and thiourea behaves similarly with the S-methyl salt of cyclooctene episulfide 〈80T1361〉. Dimethyl sulfide attacks the sulfur atom of S-alkylthiirenium salts to give the alkyne and dimethyl(alkylthio)sulfonium ions, Me2SR 〈79MI50600〉.