Compound A is bubbled through bromine dissolved in carbon tetrachloride and the product is $C H_{2} B r - C H_{2} B r$
$A B r_{2} / C C l_{4} - ----- \to C H_{2} B r - C H_{2} B r$
i) Draw the structural formula of A
ii) What type of reaction has A undergone?
iii) What is your observation?
iv) Name (not formula) the compound formed when steam reacts with A in the presence of phosphoric acid.
v) What is the procedure for converting the product of (iv) back to A?

[5 MARKS]

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Solution

Each Part: 1 Mark

i) Structure of A:

ii) Type of reaction: Addition reaction

iii) Brown colour of bromine fades

iv) Ethanol:
$C_{2} H_{4} E t h e n e + H_{2} O H^{+} - - \to C_{2} H_{5} O H E t h a n o l$

v) Dehydration:
$C_{2} H_{5} O H E t h a n o l c o n c . H_{2} S O_{4} - ------- \to 160^{\circ} C - 170^{\circ} C C_{2} H_{4} E t h e n e + H_{2} O$

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X

C C l_{4}

C H_{2} B r - C H_{2} B r

X

C C l_{4}

C H_{2} B r

C H_{2} B r

C C l_{4}

C H_{2} B r

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C C l_{4}

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A B r_{2} / C {C l}_{4} - ---------- \to \begin{matrix} C H_{2} B r | C H_{2} B r \end{matrix}

A

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