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Question

Which of the following is the least volatile?

A
CH3CH2CH2F
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B
CH3CH2CH2Cl
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C
CH3CH|BrCH3
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D
CH3CH2CH2Br
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Solution

The correct option is D CH3CH2CH2Br
Boiling point increases and volatility decreases with an increase in vanderwaal's interaction, which depends on the size/surface area of the molecule. For a given chain length of alkyl halide, the boiling point increases with the size of halides and follows the order as RF<RCl<RBr<RI. In case of isomers of the same compound, increased branching reduces the boiling point of the compound. Therefore the order of boiling point is:
CH3CH2CH2F<CH3CH2CH2Cl<CH3CH|BrCH3<CH3CH2CH2Br
and that of volatility is:
CH3CH2CH2F>CH3CH2CH2Cl>CH3CH|BrCH3>CH3CH2CH2Br
Therefore option D is correct.

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