The increasing order of the boiling points for the following compounds is:
$C_{2} H_{5} O H$
$C_{2} H_{5} C l$
$C_{2} H_{5} C H_{3}$
$C_{2} H_{5} O C H_{3}$

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Solution

The increasing order of boiling point is
$C_{2} H_{5} O C H_{3} < C_{2} H_{5} C H_{3} < C_{2} H_{5} C l < C_{2} H_{5} O H$
$\to$ in $C_{2} H_{5} O H$ (i) C-O bond is polar & form hydrogen bonding in $H_{2} O$
$\to$ in $C_{2} H_{5} C l$ $\to$ C-Cl bond is polar but less than that of C-O bond
so boiling point of $C_{2} H_{5} C l$ is less than that of $C_{2} H_{5} O H$
$\to$ in $C_{2} H_{5} O H_{3}$ $\to$ C-O bond are polar but the weak polarity of ethers do not appreciably affect their boiling points and are lower than that of alkane.

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