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A chloro derivative (A) on treatment wit...

A chloro derivative (A) on treatment with zinc - copper couple gives a hydrocarbon with five C atoms. When 'A' is dissolved in ether and treated with sodium, 2,2,5,5-tetramethyl hexane is obtained. What is the original compound 'A' ?

Text Solution

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The structural formula of 2, 2, 5, 5-tetramethylhexane,
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(3)`
suggests that the compound A which gives the above compound during Wurtz reaction is
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)Cl` (1-Chloro-2,2-dimethylpropane)
The complete sequence of reaction is:
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