Synlett 2012; 23(11): 1701-1702
DOI: 10.1055/s-0031-1290427
spotlight
© Georg Thieme Verlag Stuttgart · New York

Di-tert-butyl Azodicarboxylate

Marina J. Dias Pires
REQUIMTE, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, 2829-516 Caparica, Portugal, Email: marinapires4@gmail.com
› Author Affiliations
Further Information

Publication History

Publication Date:
18 June 2012 (online)

Introduction

Di-tert-butyl azodicarboxylate (DBAD, 1, Figure [1]), also represented as BocN=NBoc, is a yellow crystalline reagent, insoluble in water. It is a light-sensitive compound with a melting point in the range of 90–92 °C.[ 1 ]

Zoom Image
Figure 1 Di-tert-butyl azodicarboxylate (DBAD)

DBAD (1) has been widely used for several important reactions and for the synthesis of natural and biological active compounds. Recently, several examples have been published showing the relevance of this reagent in key organic reactions, especially in the α-amination of carbonylic compounds.[ 2