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Among the isomeric alkanes of molecular ...

Among the isomeric alkanes of molecular formula `C_(5)H_(12)`, identify the one that on photochemical chlorination yields
(i) A single monochloride.
(ii) Three isomeric monochlorides.
(iii) Four isomeric monochlorides.

Text Solution

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(i) `H_(3)C-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")"C "-CH_(3)` All the hydrogen atoms are equivalent and replacement of any hydrogen will give the same product.
(ii) `C^(a)H_(3)C^(b)H_(2)C^(c )H_(2)C^(b)H_(2)C^(a)H_(3)` The equivalent hydrogens are grouped as a, b and c. The replacement of equivalent hydrogens will give the same product.
(iii) `C^(a)H_(3)underset(CH_(3)^(a))underset("| ")(C^(b))HC^(c)H_(2)H_(3)` Similarly the equivalent hydrogens are grouped as a, b, c and d. Thus, four isomeric products are possible.
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