Aromatic Compounds Containing Nitrogen - Result Question 35

####36. Match the compounds in Column I with their characteristic test(s)/reaction(s) given in Column II.

(2008, 6M)

Column I Column II
(p) Sodium fusion
extract of the
compound gives
Prussian blue
colour with $FeSO _4$
(B) $H _2 N-\stackrel{\oplus}{N} H _3 \stackrel{\ominus}{Cl}$ (q)Gives positive
$FeCl _3$ test
Column I Column II
(C) $-\stackrel{\oplus}{N} H _3 \stackrel{\ominus}{C} l$ $(r)$ Gives white
precipitate with
$AgNO _3$
(D) $-NHNH _3 \stackrel{\oplus}{Br}$
$NO _2$
(s) Reacts with
aldehydes to form
the corresponding
hydrazone
derivative

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Answer:

Correct Answer: 36. $A \rightarrow r, s \quad B \rightarrow p, q \quad C \rightarrow p, q, r \quad D \rightarrow p$

Solution:

  1. Sodium fusion extract gives Prussian blue colouration, nitrogen and carbon both present in the compound. Phenolic group and salt of carboxylic acid gives $FeCl _3$ test. Chloride salt gives white precipitate of $AgCl$ on treatment with $AgNO _3$. Hydrazone formation occur effectively at $pH=4.5$. The reaction proceeds in that condition only when $H^{+}$concentration is just sufficient to activate the following enolisation.

As $H^{+}$concentration rises sufficiently, a large number of molecules of hydrazine gets converted into hydrazinium ion which is not nucleophilic and reaction becomes impossible. Further low concentration of $H^{+}$(in the case of 2,4-dinitrophenyl hydrazinium bromide) is not effective to proceed elimination.



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