Which of the following compounds decolourizes aqueous bromine and gives white fumes of $H C l$ on reaction with $P C l_{5}$ ?

C H_{3} C O C H_{2} C H - C H_{2}

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C H_{3} C H_{2} C H_{2} C H_{2} C H_{3}

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C H_{3} C H = C H C H_{2} C H_{2} O H

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C H_{3} O C H_{2} C H_{2} C H_{2} C H_{2} O H

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Solution

The correct option is D $C H_{3} C H = C H C H_{2} C H_{2} O H$
$C H_{3} - C H = C H - C H_{2} - C H_{2} - O H + P C l_{5} ⟶ K_{3} C - C H = C H - C H_{2} - C H_{2} - C l + M C l + P O C l_{3}$
$↓$ $B r_{2} | H_{2} O$
Colour decolorises due to the presence of double bond.

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