Arrange according boiling point: $C H_{3} C H_{2} C H_{3}, C H_{3} C H O, C H_{3} C H_{2} O H, C H_{3} O C H_{3}$ .

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Solution

$C H_{3} - C H_{2} - O H$ has H-bonding
$C H_{3} - C H_{2} - O - H . . . H - O - C H_{2} - C H_{3}$
due to which they have highest bonding point
aldehydes have polar bond due to which they have high boiding point than alkanes, ethers also have polar bond dere to which, have more b.p. than alkane which have non - polar bonds.
$∴ C H_{3} C H_{2} - C H_{3} < C H_{3} - O - C H_{3} < C H_{3} - C H O < C H_{3} C H_{2}$

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