Account for the following: Carboxylic acids with five or less carbons are water soluble, but many with six or more carbons dissolves in alcohols.
RCOOH dissolves in water because COOH of RCOOH can H-bond with water in two ways.
The R group is non-polar and hydrophobic and this effect dominates when R possess more than five carbon. Thereby, decreasing its solubility in more polar solvent as water, but the solubility in less polar solvent such as alcohol increases.
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