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Stereoisomerism

Compound 'X' ...

Question

Compound 'X' is bubbled through bromine dissolved in $C C l_{4}$ & the product formed is
$C H_{2} B r$ - $C H_{2} B r$ . Name the compound formed when steam reacts with 'X' in the presence of an acid, eg. phosphoric acid.

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Solution

This is addition reaction.
Treatment of alkene with $B r_{2} / C C l_{4}$ gives vicinal dibromide.
$H_{2} C = C H_{2} + H_{3} P O_{4} ⟶ C H_{3} C H_{2} O H$
(ethanol)

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Q. Compound 'X' is bubbled through bromine dissolved in

C C l_{4}

& the product formed is

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

. Compound X is :

Q. Compound 'X' is bubbled through bromine dissolved in

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& the product formed is

C H_{2} B r

C H_{2} B r

. What is the procedure for converting the given product, back to 'X'?

Q. 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.
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[5 MARKS]

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