Hydroxyl

A hydroxy or hydroxyl group is the entity with the formula OH. It contains oxygen bonded to hydrogen. In organic chemistry, alcohol and carboxylic acids contain hydroxy groups. The anion [OH⁻], called hydroxide, consists of a hydroxy group.

According to IUPAC rules, the term hydroxyl refers to the radical OH only, while the functional group −OH is called hydroxy group.

Water, alcohols, carboxylic acids, and many other hydroxy-containing compounds can be deprotonated readily. This behavior is rationalized by the disparate electronegativities of oxygen and hydrogen. Hydroxy-containing compounds engage in hydrogen bonding, which causes them to stick together, leading to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

The hydroxy group is pervasive in chemistry and biochemistry. Many inorganic compounds contain hydroxy groups, including sulfuric acid, the chemical compound produced on the largest scale industrially.

Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid. The joining of two aldehyde sugars to form a disaccharide removes the −OH from the carboxy group at the aldehyde end of one sugar. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.

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