An alcohol A, when heated with concentrated $H_{2}S{O}_4$ gives an alkene B. When B is bubbled through bromine water and the product obtained is dehydrohalogenated with excess of sodamide, a new compound C is obtained. The compound C gives D when treated with warm dilute $H_{2}S{O}_4$ in presence of $HgS{O}_4$. D can also be obtained either by oxidising A with $KMn{O}_4$ or from acetic acid through its calcium salt. Identify D.

Q. An alcohol $\left(A\right)$ on dehydration gives $\left(B\right)$ which adds bromine molecule to give $\left(C\right)$. $\left(C\right)$ on heating with sodamide gives $\left(D\right)$ which on hydration in the presence of $H{g}^{++}/H_{2}S{O}_4$ gives $\left(E\right)$. $E$ on reduction by lithium aluminium hydride gives $\left(A\right)$. $\left(E\right)$ is also obtained on dry distillation of calcium salt of acetic acid. How many enolisable proton present in the product $\left(E\right)$?

Q. An organic compound 'A', $C_8{H}_6$ on reacting with dil $H_{2}S{O}_4$ and $HgS{O}_4$ gives a compound 'B' which can also be obtained from reaction of benzene with acid chloride in the presence of anh. $AlC{l}_3$. Compound 'B' when reacted with iodine and aq. NaOH yields 'C' and a yellow compound 'D' . Identify A to D with proper justification.

Q. An aliphatic unsaturated hydrocarbon $\left(A\right)$ when treated with $HgS{O}_4/H_{2}S{O}_4$ yields a compound $\left(B\right)$ having molecular formula $C_3{H}_{6}O$. $\left(B\right)$ on oxidation with concentrated $HN{O}_3$ gives two compounds $\left(C\right)$ and $\left(D\right)$. Compound $\left(C\right)$ when treated with $P{Cl}_5$ gives compound $\left(E\right)$. $\left(E\right)$ when reacts with ethanol gives a sweet smelling liquid $\left(F\right)$. Compound $\left(F\right)$ is also formed when $\left(C\right)$ reacts with ethanol in the presence of concentrated $H_{2}S{O}_4$.
(i) Identify the compound $A,B,C,D,E$ and $F$.
(ii) Give the chemical equation for the reaction of $\left(C\right)$ with chlorine in the presence of red phosphorous and name the reaction.

Q. (a) An organic compound (A) of molecular formula $C_6{H}_{6}O$ gives violet colour with neutral ferric chloride. Compound (A) when refluxed with $CH{Cl}_3$ and $NaOH$ gives two isomers (B) and (C). Compound (A) when added ot diazomethane in alkaline medium gives an ether (D). Identify (A), (B), (C) and (D). Explain the reactions.

Q. An alcohol $A\left(C_4{H}_{10}O\right)$ on oxidation with acidified potassium dichromate gives carboxylic acid $B$ $\left(C_4{H}_8{O}_2\right)$. Compound A when dehydrated with conc. $H_{2}S{O}_4$ gives compound $D\left(C_4{H}_{10}O\right)$ which is an isomer of $A$. Compound $D$ is resistant to oxidation but compound $A$ can be easily oxidised. Identify $A,B,C$ and $D$ and write their structures.