The hydroxyl group (-OH) is a functional group composed of one oxygen atom covalently bonded to one hydrogen atom. As one of the most prevalent functional groups in chemistry, it serves as the defining characteristic of two major compound classes:
Alcohols: Where -OH binds to sp³ hybridized carbon
Phenols: Where -OH attaches to aromatic rings
• Polar covalent bond (O-H bond dipole moment: ~1.51 D) • Oxygen's electronegativity (3.44) creates partial charges: δ⁻ on O, δ⁺ on H • sp³ hybridized oxygen with two lone electron pairs
• Hydrogen bonding capability (donor and acceptor) • pKa range: ~15-18 (alcohols), ~10 (phenols) • Nucleophilic substitution reactions • Oxidation susceptibility (to carbonyl compounds)
Industrial and Biological Significance
• Polyols in polymer production (polyurethanes, polyesters) • Surface modification through hydroxylation • Solvent formulations (methanol, ethanol, glycols)
• Carbohydrate structure (sugar -OH groups) • Protein post-translational modifications • Membrane lipid hydrophilic heads
Common characterization methods include:
Infrared spectroscopy (broad ~3200-3600 cm⁻¹ stretch)
NMR (chemical shift: 1-5 ppm for alcohols)
Chemical tests (Lucas test, chromic acid oxidation)
The hydroxyl group (-OH) is a functional group composed of one oxygen atom covalently bonded to one hydrogen atom. As one of the most prevalent functional groups in chemistry, it serves as the defining characteristic of two major compound classes:
Alcohols: Where -OH binds to sp³ hybridized carbon
Phenols: Where -OH attaches to aromatic rings
• Polar covalent bond (O-H bond dipole moment: ~1.51 D) • Oxygen's electronegativity (3.44) creates partial charges: δ⁻ on O, δ⁺ on H • sp³ hybridized oxygen with two lone electron pairs
• Hydrogen bonding capability (donor and acceptor) • pKa range: ~15-18 (alcohols), ~10 (phenols) • Nucleophilic substitution reactions • Oxidation susceptibility (to carbonyl compounds)
Industrial and Biological Significance
• Polyols in polymer production (polyurethanes, polyesters) • Surface modification through hydroxylation • Solvent formulations (methanol, ethanol, glycols)
• Carbohydrate structure (sugar -OH groups) • Protein post-translational modifications • Membrane lipid hydrophilic heads
Common characterization methods include:
Infrared spectroscopy (broad ~3200-3600 cm⁻¹ stretch)
NMR (chemical shift: 1-5 ppm for alcohols)
Chemical tests (Lucas test, chromic acid oxidation)