JEE MAIN - Chemistry (2004 - No. 54)

The ammonia evolved from the treatment of 0.30 g of an organic compound for the estimation of nitrogen was passed in 100 mL of 0.1 M sulphuric acid. The excess of acid required 20 mL of 0.5 M sodium hydroxide solution for complete neutralization. The organic compound is
urea
benzamide
acetamide
thiourea

Explanation

Initially total H2SO4 present = 100 mL of 0.1 M = $${{{100} \over {1000}} \times 0.1}$$ mole = 0.01 mole

2NaOH + H2SO4 $$ \to $$ Na2SO4 + 2H2O
Let in this reaction H2SO4 required n mole

$$\therefore$$ $${{{{20} \over {1000}} \times 0.5} \over 2}$$ = $${n \over 1}$$

$$ \Rightarrow n$$ = 0.005 mole

So now remaining H2SO4 = 0.01 - 0.005 = 0.005 mole . Those remaining H2SO4 will react with NH3.

2NH3 + H2SO4 $$ \to $$ (NH4)2SO4
Let no moles of NH3 produce through this reaction is = $$x$$

$$\therefore$$ $${x \over 2}$$ = $${{0.005} \over 1}$$

$$ \Rightarrow x$$ = 0.01

In NH3 no of N atom is 1 and H atom is 3. So no of moles of N atom in NH3 = 0.01$$ \times $$1 = 0.01 mole

This 0.01 mole or 0.01$$ \times $$14 gm N is produced from 0.3 gm unknown organic compound.

$$\therefore$$ % of N in unknown compound is

= $${{0.01 \times 14} \over {0.3}} \times 100$$

= 46.6

% of N in urea [(NH4)2CO] = $${{14 \times 2} \over {60}} \times 100$$ = 46.6 %
[ Mol weight of urea = 60]

% of N in benzamide [C6H5CONH2] = $${14 \over {121}} \times 100$$ = 11.5 %
[ Mol weight of benzamide [C6H5CONH2] = 121]

% of N in acetamide [CH3CONH2] = $${14 \over {59}} \times 100$$ = 23.4 %
[ Mol weight of acetamide [CH3CONH2] = 59]

% of N in thiourea [NH2CONH2] = $${{14 \times 2} \over {76}} \times 100$$ = 36.8 %
[ Mol weight of thiourea [NH2CSNH2] = 76]

$$\therefore$$ compound is urea.

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