Which of the following chemicals does/do not generate shiny deposits on a mixture with ammoniacal silver nitrate?

Acetaldehyde

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Cyclohexanone

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Butyraldehyde

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Acetaldoxime

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Solution

The correct options are
A Acetaldoxime
D Cyclohexanone
When an aldehyde is heated with Tollen's reagent (ammoniacal silver nitrate), the latter is reduced to metallic silver which deposits on the wall of test tube as bright silver mirror.
$C H_{3} C H O a c e t a l d e h y d e + 2 [A g (N H_{3})_{2}]^{+} T o l l e n t^{'} s r e a g e n t + 3 O H^{-} Δ \to C H_{3} C O O^{-} + 2 A g ↓ s i l v e r m i r r o r + 4 N H_{3} + 2 H_{2} O$
$C H_{3} C H_{2} C H_{2} C H O + 2 [A g (N H_{3})_{2}]^{+} T o l l e n t^{'} s r e a g e n t + 3 O H^{-} Δ \to 3 O H^{-} + C H_{3} C H_{2} C H_{2} C O O^{-} 2 A g ↓ s i l v e r m i r r o r + 4 N H_{3} + 2 H_{2} O$
Cyclohexanone and acetaldoxime do not give this test.

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A g N O_{3}

^{'} A^{'}

^{'} B^{'}

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