680850
Di-(4-chlorobenzyl)azodicarboxylate
97%
Synonym(s):
Bis(4-chlorobenzyl)azodicarboxylate, DCAD
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Assay
97%
form
solid
mp
108-112 °C
SMILES string
O=C(/N=N\C(OCC1=CC=C(Cl)C=C1)=O)OCC2=CC=C(Cl)C=C2
InChI
1S/C16H12Cl2N2O4/c17-13-5-1-11(2-6-13)9-23-15(21)19-20-16(22)24-10-12-3-7-14(18)8-4-12/h1-8H,9-10H2/b20-19-
InChI key
UIFGGABIJBWRMG-VXPUYCOJSA-N
General description
Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.
Application
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
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.
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Di-p-chlorobenzyl azodicarboxylate (DCAD) is introduced as a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings. DCAD/Ph(3)P-mediated reactions in CH(2)Cl(2) generate a readily separable hydrazine byproduct. [reaction: see text]
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