An organic acid P $$\left( {{C_{11}}{H_{12}}{O_2}} \right)$$ can easily be oxidized to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, P gives an aliphatic ketone as one of the products. P undergoes the following reaction sequences to furnish R via Q. The compound P also undergoes another set of reactions to produce S.



The compound R is

Treatment of benzene with $$CO/HCl$$ in the presence of anhydrous $$AlC{l_3}/CuCl$$ followed by reaction with $$A{c_2}O/NaOAc$$ gives compound $$X$$ as the major product. Compound $$X$$ upon reaction with $$B{r_2}/N{a_2}C{O_3},$$ followed by heating at $$473$$ $$K$$ with moist $$KOH$$ furnishes $$Y$$ as the, major product. Reaction of $$X$$ with $${H_2}/Pd$$-$$C,$$ followed by $${H_3}P{O_4}$$ treatment gives $$Z$$ as the major product.

The compound $$Y$$ is

An organic acid P $$\left( {{C_{11}}{H_{12}}{O_2}} \right)$$ can easily be oxidized to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, P gives an aliphatic ketone as one of the products. P undergoes the following reaction sequences to furnish R via Q. The compound P also undergoes another set of reactions to produce S.



The compound S is

Treatment of benzene with $$CO/HCl$$ in the presence of anhydrous $$AlC{l_3}/CuCl$$ followed by reaction with $$A{c_2}O/NaOAc$$ gives compound $$X$$ as the major product. Compound $$X$$ upon reaction with $$B{r_2}/N{a_2}C{O_3},$$ followed by heating at $$473$$ $$K$$ with moist $$KOH$$ furnishes $$Y$$ as the, major product. Reaction of $$X$$ with $${H_2}/Pd$$-$$C,$$ followed by $${H_3}P{O_4}$$ treatment gives $$Z$$ as the major product.

The compound $$Z$$ is