Synlett 2006(16): 2681-2682  
DOI: 10.1055/s-2006-950446
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Tetra-n-Butylammonium Tribromide

Valdemar B. C. Figueira*
Secção de Química Orgânica Aplicada, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre, 2829 - Monte da Caparica, Portugal
e-Mail: valdemar.figueira@dq.fct.unl.pt;
Further Information

Publication History

Publication Date:
22 September 2006 (online)

Introduction

Tetra-n-butylammonium tribromide (TBATB) is one of the most widely used organic ammonium tribromides (OATB’s) for bromination [1-3] of several organic substrates.

Because it is a stable crystalline solid, easy to handle and maintains the desired reaction stoichiometry it is looked at as a substitute of Br2. It can also be considered as a ‘greener’ brominating agent [4] as well as an in situ generator of anhydrous HBr.

Other types of reactions like acylation, oxidation and ­protection/deprotection of several functional groups can be performed with TBATB in catalytic amounts and under solvent-free conditions.