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Among 1-bromobutane, 2-bromobutane, and 2-bromo-2-methylpropane (isomers, same MW), the boiling point order is:
AAll have the same boiling point
B2-bromo-2-methylpropane > 1-bromobutane > 2-bromobutane
C2-bromo-2-methylpropane > 2-bromobutane > 1-bromobutane
D1-bromobutane > 2-bromobutane > 2-bromo-2-methylpropane (branching decreases bp because surface area for van der Waals contact is smaller)
Answer & Solution
Correct answer: D. 1-bromobutane > 2-bromobutane > 2-bromo-2-methylpropane (branching decreases bp because surface area for van der Waals contact is smaller)
Among isomeric haloalkanes, **boiling point decreases with increased branching** because branching reduces the molecular surface area available for van der Waals contact. Linear 1-bromobutane > 2-bromobutane > the highly branched 2-bromo-2-methylpropane (lowest bp).
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