The fulminate ion and the cyanate ion are isomeric anions with the same overall formula

CHEMISTRY · Multi-part · A Level · Chemistry · Bonding · Bonding

Problem

The fulminate ion and the cyanate ion are isomeric anions with the same overall formula CNO−\mathrm{CNO^-}. No experimental structural information is supplied. Answer the following questions about these two possible isomers. (a) Draw all plausible Lewis structures that obey the octet rule for both the fulminate ion and the cyanate ion. Show every lone pair and formal charge. (b) For each Lewis structure in part (a), convert the drawing into a line-angle (skeletal) representation that follows standard conventions. Clearly indicate any formal charges on the skeletal diagram. (c) Using formal-charge analysis and electronegativity considerations, determine which of the two anions is expected to be more stable. Justify your answer with reference to the structures you created. (d) Predict which anion would be preferentially formed when silver ions react with a source of CNO−\mathrm{CNO^-} to precipitate an insoluble salt. Explain your reasoning in terms of the preferred structure and bond character.

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