tertButylcatechol

tert-Butylcatechol, also known as 4-tert-butylcatechol, is an organic compound that belongs to the catechol family, comprising a benzene ring bearing two adjacent hydroxyl groups (a 1,2-dihydroxybenzene) and a tert-butyl substituent. In common nomenclature it is titled 4-(tert-butyl)catechol, reflecting substitution at the para position relative to one hydroxyl group. Its chemical formula is C10H14O2 and its molecular weight is about 162.22 g/mol. The tert-butyl group increases the steric bulk of the molecule and can influence its redox behavior and solubility compared with unsubstituted catechol.

Synthesis and handling of tert-butylcatechol typically involve selective tert-butylation of catechol under Friedel–Crafts alkylation conditions, using tert-butyl sources such as tert-butyl chloride or related reagents in the presence of a Lewis acid catalyst. The reaction can yield a mixture of regioisomers, with purification procedures used to isolate the desired para (4-) isomer.

Applications of tert-butylcatechol include use as an antioxidant and stabilizer in polymer and rubber formulations, where its phenolic structure can participate in radical scavenging to inhibit undesirable oxidation. It is also encountered as an intermediate in organic synthesis, serving as a precursor for dyes, pharmaceuticals, or other fine chemicals in some processes. The compound is typically handled as a chemical reagent and stored away from oxidants to minimize premature oxidation.

Safety considerations include the potential for skin and eye irritation and possible inhalation hazards. Appropriate personal protective equipment, such as gloves and eye protection, should be used, and standard laboratory handling precautions followed.