An aromatic compound (X) of molecular formula, \(\mathrm{C_7H_7Cl}\), on ammonolysis gives Y (Molecular formula, \(\mathrm{C_7H_9N}\)). The compound ‘Y’ reacts with two moles of \(\mathrm{CH_3Cl}\) gives N, N-Dimethylphenylmethanamine. The compounds ‘X’ and ‘Y’ are
Benzylchloride and Benzylamine
The final product N,N-dimethylphenylmethanamine is \(\mathrm{C_6H_5CH_2N(CH_3)_2}\), so Y must be \(\mathrm{C_6H_5CH_2NH_2}\) (benzylamine, \(\mathrm{C_7H_9N}\)).
\(\mathrm{C_6H_5CH_2NH_2 + 2CH_3Cl \rightarrow C_6H_5CH_2N(CH_3)_2 + 2HCl}\)
Y is formed by ammonolysis of X, so X is \(\mathrm{C_6H_5CH_2Cl}\) (benzyl chloride, \(\mathrm{C_7H_7Cl}\)):
\(\mathrm{C_6H_5CH_2Cl + NH_3 \rightarrow C_6H_5CH_2NH_2 + HCl}\)
Hence, Benzylchloride and Benzylamine.
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Important Questions from Organic Chemistry
- In Dumas method for estimation of nitrogen, 0.50 g of an organic compound gave 70 mL of nitrogen collected at 300 K and 715 mm pressure. The percentage of nitrogen in the organic compound is ______ %.
(Aqueous tension at 300 K is 15 mm). - $0.25 \text{ g}$ of an organic compound "A" containing carbon, hydrogen and oxygen was analysed using the combustion method. There was an increase in mass of $\text{CaCl}_2$ tube and potash tube at the end of the experiment. The amount was found to be $0.15 \text{ g}$ and $0.1837 \text{ g}$, respectively. The percentage of oxygen in compound A is ______ %. (Nearest integer)
(Given: molar mass in $\text{g mol}^{-1}$ $\text{H} : 1, \text{C} : 12, \text{O} : 16$) - Grignard reagent $\text{RMgBr (P)}$ reacts with water and forms a gas $\text{(Q)}$. One gram of Q occupies $1.4 \text{ dm}^3$ at STP. (P) on reaction with dry ice in dry ether followed by $\text{H}_3\text{O}^+$ forms a compound $\text{(Z)}$. 0.1 mole of $\text{(Z)}$ will weigh _________ g. (Nearest integer)
- Consider all the structural isomers with molecular formula $\text{C}_5\text{H}_{11}\text{Br}$ are separately treated with $\text{KOH(aq)}$ to give respective substitution products, without any rearrangement. The number of products which can exhibit optical isomerism from these is ___________.
The major products U and V in the following reaction are
