Which of the following compounds is the most soluble in water?
Hint: Look for functional groups that will form H-bonds with water.

CH3CH2CH2CH2CH3

OHCH3CH2OCH2CH2CH3

CH3CH2CH2CH2CH2OH

OHCH2CH2CH2CH2CH2OH

OHCH2CH2CH2CH2CH2OH is the most soluble in water.

Explanation:

This molecule has –OH groups at both ends. The –OH will be able to interact positively without water molecules by forming hydrogen bonds with the H ends of water molecules. This is because the –OH ‘s are polar making the molecule also generally polar - which would otherwise be nonpolar without them. Water being a polar solvent it dissolves polar substances.

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