An organic compound ' A ' C 9 H 10 O when treated with conc. HI undergoes cleavage to yield compound ' B ' and ' C '. ' B ' gives yellow precipitate with AgNO 3

Question

An organic compound ' A ' C 9 H 10 O when treated with conc. HI undergoes cleavage to yield compound ' B ' and ' C '. ' B ' gives yellow precipitate with AgNO 3 where as ' C ' tautomerizes to ' D '. ' D ' gives positive iodoform test. ' A ' could be:

TestHub · Accepted Answer

Benzene ring should not be attached to O atom otherwise it will yield phenol after reacting with $HI$ so third option is prefect which gives benzyl iodide and it gives yellow precipitate of $AgI$ after reacting with ${AgNO}_{3}$ . Another product tautomerises and gives acetaldehyde which gives iodoform test.

Chemistry - Hydrocarbon Question with Solution | TestHub

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