Carboxylic Acids and their Derivatives 2 Question 9

9. A compound with molecular mass 180 is acylated with $\mathrm{CH}_{3} \mathrm{COCl}$ to get a compound with molecular mass 390 . The number of amino groups present per molecule of the former compound is

(2013 Main)

(a) 2

(b) 5

(c) 4

(d) 6

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Answer:

Correct Answer: 9. (d)

Solution:

  1. $R-\mathrm{NH}{2}+\mathrm{CH}{3}-\mathrm{C}-\mathrm{Cl} \underset{(-\mathrm{HCl})}{\longrightarrow} R-\mathrm{NH}-\mathrm{C}-\mathrm{CH}_{3}$

Since, each $-\mathrm{COCH}{3}$ group displace one $\mathrm{H}$ atom in the reaction of one mole of $\mathrm{CH}{3}-\stackrel{\mathrm{C}}{\mathrm{O}}-\mathrm{Cl}$ with one $-\mathrm{NH}_{2}$ group, the molecular mass increases with 42 unit.

Since the mass increases by $(390-180)=210$, hence the number of $-\mathrm{NH}_{2}$ group is $\frac{210}{42}=5$.