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Chemistry Letters, Vol.36, No.6, 816-817, 2007
Visual detection of cyanide through intramolecular hydrogen bond
An azo compound based on salicylaldehyde displays a red color upon binding to the cyanide anion with micromolar sensitivity. The high affinity is caused by an intramolecular hydrogen bond of phenol hydrogen to carbonyl oxygen, which stabilizes the anionic character of the intermediate during the nucleophilic attack of a cyanide anion.