DtBAD

(Di-tert-butyl Azodicarboxylate)

Other Names:

Bis(1,1-dimethylethyl)azodicarboxylate

Di-tert-butyl azodiformate

DBAD

General Information:

Structure:

CAS Number: 870-50-8

Molecular Weight: 230.26 g/mol

Melting Point: 89-92 C

Di-tert-butyl azodicarboxylate (DtBAD) is a common reagent used in Mitsunobu reactions. Similar azodicarboxyates include DEAD and DIAD. Azo-type reagents such as ADDP are also used for Mitsunobu reactions.

Common Uses:

Reagent in Mitsunobu reactions

Procedure excerpt:

. . . was added DtBAD (7.85 g, 34.1 mmol). The reaction mixture was stirred at RT for 18 h, after which time it was filtered through a glass frit and washed with EtOAc. The filtrate . . .

[full procedure]

References:

1) Patent Reference: WO2015144799, page 85, (18.8 MB)

2) www.sigmaaldrich.com: Di-tert-butyl azodicarboxylate (link)

3) www.alfa.com: L00294 Di-tert-butyl azodicarboxylate, 98% (link)