Solutions and Colligative Properties - Result Question 61

####32. Nitrobenzene is formed as the major product along with a minor product in the reaction of benzene with a hot mixture of nitric acid and sulphuric acid. The minor product consists of carbon : $42.86 %$, hydrogen : $2.40 %$, nitrogen : $16.67 %$ and oxygen : $38.07 %$,

(i) Calculate the empirical formula of the minor product.

(ii) When $5.5 g$ of the minor product is dissolved in $45 g$ of benzene, the boiling point of the solution is $1.84^{\circ} C$ higher than that of pure benzene. Calculate the molar mass of the minor product then determine its molecular and structural formula. (Molal boiling point elevation constant of benzene is $2.53 K kg mol^{-1}$ ).

(1999)

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Solution:

  1. (i) Empirical formula determination
Elements $\mathbf{C}$ $\mathbf{H}$ $\mathbf{N}$ $\mathbf{O}$
Weight % 42.86 2.40 16.67 38.07
Moles 3.57 2.40 1.19 2.38
Simplest ratio 3 2 1 2

$\Rightarrow$ Empirical formula $=C _3 H _2 NO _2$

(ii) $\Delta T _b=1.84=2.53 \times \frac{5.5}{M} \times \frac{1000}{45}$

$$ \Rightarrow \quad M=168 $$

$\because$ Empirical formula weight (84) is half of molar mass, molecular formula is $C _6 H _4 N _2 O _4$ a dinitrobenzene :



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