An organic compound $\mathbf{P}$ having molecular formula $\mathrm{C}_6 \mathrm{H}_6 \mathrm{O}_3$ gives…
An organic compound $\mathbf{P}$ having molecular formula $\mathrm{C}_6 \mathrm{H}_6 \mathrm{O}_3$ gives ferric chloride test and does not have intramolecular hydrogen bond. The compound $\mathbf{P}$ reacts with 3 equivalents of $\mathrm{NH}_2 \mathrm{OH}$ to produce oxime $\mathbf{Q}$. Treatment of $\mathbf{P}$ with excess methyl iodide in the presence of $\mathrm{KOH}$ produces compound $\mathbf{R}$ as the major product. Reaction of $\mathbf{R}$ with excess iso-butylmagnesium bromide followed by treatment with $\mathrm{H}_3 \mathrm{O}^{+}$gives compound $\mathrm{S}$ as the major product.
The total number of methyl $\left(-\mathrm{CH}_3\right)$ group(s) in compound $\mathbf{S}$ is ________. (consider maximum value if there are two values)
Solution
No. of $-\mathrm{CH}_3$ group (methyl group) in $\mathrm{S}$ is $\rightarrow 12$
Alternative solution organic compound $\mathrm{P}=\mathrm{C}_6 \mathrm{H}_6 \mathrm{O}_3$ positive test with $\mathrm{FeCl}_3$
Total number of methyl group $=6+2=8$ and if only main organic product is taken than number of methyl group $=6$ (side product is not consider)
No. of $-\mathrm{CH}_3$ group (methyl group) in $\mathrm{S}$ is $\rightarrow 12$
Alternative solution organic compound $\mathrm{P}=\mathrm{C}_6 \mathrm{H}_6 \mathrm{O}_3$ positive test with $\mathrm{FeCl}_3$
Total number of methyl group $=6+2=8$ and if only main organic product is taken than number of methyl group $=6$ (side product is not consider)