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Effects of substituents on the acidity of phenols: Existence of electron attracting group, (for example-NO2, -X, - NR, -CN, -CHO, -COOH) on the benzene ring increases the acidity of phenol since it enables the ring to draw much more electrons from the phenoxy oxygen and so releasing easily the proton.
The urinary pH will be increased by sodium bicarbonate in patients with normal renal function. Alkalinising the urine can increase the solubility of certain weak acids, and can increase the. ionisation and urinary excretion of lipid-soluble organic acids (e.g. phenobarbitone, salicylates).