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  • Need explanation for On hydrolysis of a compound, two compounds are obtained. One of which on treatment with sodium nitrite and hydrochloric acid gives a product which does not respond to iodoform test. The second one reduces Tollen

On hydrolysis of a "compound", two compounds are obtained. One of which on treatment with sodium nitrite and hydrochloric acid gives a product which does not respond to iodoform test. The second one reduces Tollen's reagent and Fehling's solution. The "compound" is

  • Option 1)

    CH3CH2CH2CON(CH3)2

  • Option 2)

    CH3CH2CH2NC

  • Option 3)

    CH3CH2CH2CN

  • Option 4)

    CH3CH2CH2ON=O

 

Answers (1)

best_answer

As we learnt in 

Hydrolysis of isocyanides -

Alkyl isocyanide are hydrolysed to an amine and formic acid by dilute acid, but not hydrolysed by Alkalis due to negatively charged carbon which resists the attack of ions.

- wherein

R NC+2H_{2}O\rightarrow RNH_{2}+HCOOH

 

HCOOH - Reduces Tollen's reagent and Fehling's solution

  (II)


Option 1)

CH3CH2CH2CON(CH3)2

This is incorrect option

Option 2)

CH3CH2CH2NC

This is correct option

Option 3)

CH3CH2CH2CN

This is incorrect option

Option 4)

CH3CH2CH2ON=O

This is incorrect option

Posted by

prateek

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