JEE Main202621 January 2026Morning ShiftChemistryAldehydes and KetonesActual
An organic compound " P " of molecular formula C ₆ H ₁₂ O ₃ gives positive Iodoform test but negative Tollen's test. When " P " is treated with dilute acid, it produces " Q ". " Q " gives positive Tollen's test and also iodoform test. The structure of " P " is :
Correct answer
0
Step-by-step solution
P gives positive iodoform (has CH₃CO- ) but negative Tollen's (no -CHO ). Q (after acid hydrolysis) gives both tests, meaning Q has both CH₃CO- and -CHO . This indicates P has an acetal protecting an aldehyde group. Option (1): CH₃-CO-CH₂-CH(OCH₃)₂ Has CH₃CO- → positive iodoform Has acetal -CH(OCH₃)₂ , no free aldehyde → negative Tollen's Hydrolysis: -CH(OCH₃)₂ H^+/H₂O -CHO Q = CH₃-CO-CH₂-CHO gives both iodoform and Tollen's test Molecular formula: C₆H₁₂O₃