Which of the following compounds will not give a positive test with Tollens' reagent?
A
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B
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C
CH3CH2NH−OH
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D
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Solution
The correct option is D (a) Benzaldehyde gives a positive Tollens' test.
(b) This compound on hydrolysis produces an aldehyde which gives a positive Tollens' test.
(c) Hydroxyl amines on treatment with warm Tollens' reagent get oxidised to nitroso compound and reduces Tollens' reagent to metallic silver. This reaction is used as a test for nitro compounds and is called the Baker - Mullikens' test.
(d) On hydrolysis, this compound gives ketones which do not answer Tollens' test.