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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). `underset("Neopentane")(CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(3))` -All the H atoms are equivalent. Therefore, replacement of any one of them will give the same product.
(ii). `underset("n-Pentane")(overset(a)(C)H_(3)overset(b)(C)H_(2)overset(c)(C)H_(2)overset(b)(C)H_(2)overset(a)(C)H_(3))` - There are three sets of equivalent hydrogens designated as a,b and c. The replacement of any one of the equivalent hydrogens of each set will give the same product. therrefore, three isomeric monochlorides are possible.
(iii). `overset(a)(C)H_(3)-underset("a "CH_(3))underset(|)overset(b)(C)H-overset(c)(C)H_(2)-overset(d)(C)H_(3)`- three are four types of equivalent hydrogens designated as a, b, c and d. therefore, four isomeric monochlorides are possible.
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