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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)