Synlett 2005(10): 1636-1637  
DOI: 10.1055/s-2005-868513
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Boron Tribromide

Elisa García Doyagüez*
Instituto de Química Médica (CSIC), Juan de la Cierva, 3, 28006 Madrid, Spain
e-Mail: elisagdoyaguez@iqm.csic.es;
Further Information

Publication History

Publication Date:
29 April 2005 (online)

Introduction

Boron halides are useful reagents in organic chemistry. Among them, boron tribromide must be highlighted, due to the different reactions that it can perform, such as cleavage of ethers, amines, and thiols, and addition to allenes and alkynes. These are many examples of its use in medicinal chemistry, [1] in the synthesis of natural products, [2] and in the development of new organic materials. [3]

BBr3 is a colourless fuming liquid. It is commercially available neat, or in solution with dichloromethane or hexanes.

Precautions: BBr3 is highly moisture-sensitive and decomposes in air with evolution of HBr. It must be stored under a dry inert atmosphere. It reacts violently with ­protic solvents such as water and alcohols; ethers are also inappropriate solvents.

    References

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