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Which of the following is less soluble in water?

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CH₃OCH₃

CH₃CH₂OCH₂CH₃

C₂H₅OH

answer is B.

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Detailed Solution

Lower ethers are soluble in water due to hydrogen bonding.

Diethyl ether water is having very less effective hydrogen bonding — less soluble in water.

With increase in branching hydrogen bond becomes weak and solubility decreases

In THF efficient hydrogen bonding is present because oxygen is exposed to H - atom of water molecule(Tying back of the hydrocarbon part in ring structure)

Solubility order :

2 < 1 < 3 < 4

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