SATHEE: Alcohols and Ethers - Result Question 56

Alcohols and Ethers - Result Question 56

####61. An alcohol $A$ , when heated with conc. $H_{2} S O_{4}$ 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 $H g S O_{4}$ . $D$ can also be obtained either by oxidising $A$ with $K M n O_{4}$ or from acetic acid through its calcium salt. Identify $A, B, C$ and $D$ .

$(1983, 4 M)$

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Solution:

${(C H_{3} C O O)}_{2} C a \overset{Δ}{\to} C H_{3} - \underset{D}{\overset{|}{C}} - C H_{3} + C a C O_{3}$

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Alcohols and Ethers - Result Question 56

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