Arrange each set of compound in order of increasing boiling points.
1-Chloropropane, Isopropyl chloride, 1-Chlorobutane.
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$\ \ \ \ \ \ \ \ \ \ \ \ \ \text{Cl}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \mid\\\text{CH}_3-\text{CH}-\text{CH}_3\ \ \ \ \ \ \ \ \ \ \text{Cl}-\text{CH}_2-\text{CH}_2-\text{CH}_3\ \ \ \ \ \ \ \ \ \ \ \text{Cl}-\text{CH}_2-\text{CH}_2-\text{CH}_2-\text{CH}_3\\\text{Isopropyle chloride}\ \ \ \ \ \ \ \ \ \ 1-\text{Chloropropane}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ 1-\text{Chlorobutane}$For alkyl halides containing the same halide, the boiling point increases with an increase in the size of the alkyl group. Thus, the boiling point of 1-chlorobutane is higher than that of isopropyl chloride and 1-chloropropane. Further, the boiling point decreases with an increase in branching in the chain. Thus, the boiling point of isopropyl alcohol is lower than that of 1-chloropropane. Hence, the given set of compounds can be arranged in the increasing order of their boiling points as:Isopropyl chloride < 1-Chloropropane < 1-Chlorobutane.
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