Amines & Nitrogen Compounds · JEE Advanced previous year questions

2023 2 questions

1. Q512023 · 4 Jun 2023 · Paper 1

   The major products obtained from the reactions in List-II are the reactants for the named reactions mentioned in List-I. Match List-I with List-II and choose the correct option. $$\begin{array}{ll}\text{List-I}& \text{List-II}\\ \text{(P) Etard reaction}& \text{(1) }\text{Acetophenone}\stackrel{\mathrm{Zn}\text{-}\mathrm{Hg},\mathrm{HCl}}{\to }\\ \text{(Q) Gattermann reaction}& \text{(2) }\text{Toluene}\underset{(\mathrm{ii})\mathrm{SOC}{\mathrm{l}}_2}{\overset{(\mathrm{i})\mathrm{KMn}{\mathrm{O}}_4,\mathrm{KOH},\mathrm{\Delta }}{\to }}\\ \text{(R) Gattermann-Koch reaction}& \text{(3) }\text{Benzene}\underset{anhyd.\mathrm{AlC}{\mathrm{l}}_3}{\overset{\mathrm{C}{\mathrm{H}}_3\mathrm{Cl}}{\to }}\\ \text{(S) Rosenmund reduction}& \text{(4) }\text{Aniline}\underset{273\text{-}278\mathrm{K}}{\overset{\mathrm{NaN}{\mathrm{O}}_2/HCl}{\to }}\\ & \text{(5) }\text{Phenol}\stackrel{\mathrm{Zn},\mathrm{\Delta }}{\to }\end{array}$$

   1. A.$\mathrm{P}\to 2;\mathrm{Q}\to 4;\mathrm{R}\to 1;\mathrm{S}\to 3$
   2. B.$\mathrm{P}\to 1;\mathrm{Q}\to 3;\mathrm{R}\to 5;\mathrm{S}\to 2$
   3. C.$\mathrm{P}\to 3;\mathrm{Q}\to 2;\mathrm{R}\to 1;\mathrm{S}\to 4$
   4. D.$\mathrm{P}\to 3;\mathrm{Q}\to 4;\mathrm{R}\to 5;\mathrm{S}\to 2$
   Show answer

   Answer: D

2. Q472023 · 4 Jun 2023 · Paper 2· Numerical answer

   The reaction of 4-methyloct-1-ene ($\mathbf{P}$, $2.52\text{ g}$) with $\mathrm{HBr}$ in the presence of $({\mathrm{C}}_6{\mathrm{H}}_5\mathrm{CO}{)}_2{\mathrm{O}}_2$ gives two isomeric bromides in a $9:1$ ratio, with a combined yield of $50\%$. Of these, the entire amount of the primary alkyl bromide was reacted with an appropriate amount of diethylamine followed by treatment with aq. ${\mathrm{K}}_2\mathrm{C}{\mathrm{O}}_3$ to give a non-ionic product $\mathbf{S}$ in $100\%$ yield. The mass (in mg) of $\mathbf{S}$ obtained is _____. [Use molar mass (in ${\text{g mol}}^{-1}$): $\mathrm{H}=1,\mathrm{C}=12,\mathrm{N}=14,\mathrm{Br}=80$]

   Show answer

   Answer: 1791