Organic Chemistry Portal



Tetrabutylammonium Tribromide (TBATB) as An Efficient Generator of HBr for an Efficient Chemoselective Reagent for Acetalization of Carbonyl Compounds

Rangam Gopinath, Sk. Jiaul Haque, and Bhisma K. Patel*

*Department of Chemistry, Indian Institute of Technology, Guwahati-781 039, India, Email:

R. Gopinath, Sk. J. Haque, B. K. Patel, J. Org. Chem., 2002, 67, 5842-5845.

DOI: 10.1021/jo025701o


Acyclic and cyclic acetals of various carbonyl compounds were obtained in excellent yields in the presence of trialkyl orthoformate and a catalytic amount of tetrabutylammonium tribromide in absolute alcohol. This convenient, mild, chemoselective method allows acetalization of an aldehyde in the presence of ketone, unsymmetrical acetal formation, and tolerates acid-sensitive protecting groups.

see article for more examples

Key Words

Acetals, Dimethyl Acetals, Diethyl Acetals, 1,3-Dioxolanes, 1,3-Dioxanes

ID: J42-Y2002-910