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680850 Aldrich

Di-(4-chlorobenzyl)azodicarboxylate

97%

Synonym: Bis(4-chlorobenzyl)azodicarboxylate, DCAD

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Properties

Related Categories C-X Bond Formation (Non-Halogen), Chemical Synthesis, Mitsunobu, Synthetic Reagents
InChI Key   UIFGGABIJBWRMG-VXPUYCOJSA-N
assay   97%
mp   108-112 °C

Description

Application

Di-(4-chlorobenzyl)azodicarboxylate (DCAD) is a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings giving a readily separable hydrazine byproduct that can be recycled.

Reactant for preparation of:
• Amino thioesters via guanidine-catalyzed biomimetic enantioselective decarboxylative Mannich and amination reactions of malonic acid half thioesters
• Hydroacylation reaction of aldehydes in Ionic liquid (IL) medium
• DCAD (di-p-chlorobenzyl azodicarboxylate) for Mitsunobu coupling reactions

Packaging

1, 10 g in glass bottle

General description

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Fluorous Separation Media - Aldrich ChemFiles 2007, 7.3, 10.

The separation of fluorous compounds by F-SPE (Fluorous Solid Phase Extraction) is a reliable and generic procedure that more greatly resembles filtration than chromatography. The quick separation de...
Aldrich ChemFiles 2007, 7.3, 10.
Keywords: Chemfiles, Chromatography, Filtration, Separation, Solid phase extractions

Lipshutz DCAD Coupling Reagent

The Mitsunobu reaction is one of the most extensively used coupling reactions in organic synthesis and typically azodicarboxylate reagents such as DEAD or DIAD are employed. However, drawbacks such a...
Aldrich ChemFiles 2007, 7.3, 10.
Keywords: Chemfiles, Coupling reactions, Mitsunobu Reaction, Organic synthesis, Precipitation

Lipshutz Group – Products available at Aldrich from the Lipshutz Laboratory

From our library of Articles, Sigma-Aldrich presents Lipshutz Group – Products available at Aldrich from the Lipshutz Laboratory
Keywords: Addition reactions, Catalysis, Cross couplings, Environmental, Green chemistry, Ligands, Metathesis, Nucleophilic aromatic substitution, Olefin metathesis, Organic synthesis, Solvents, Substitutions

Peer-Reviewed Papers
15

References

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