680850

Di-(4-chlorobenzyl)azodicarboxylate

97%

• Synonym(s): Bis(4-chlorobenzyl)azodicarboxylate, DCAD
• Empirical Formula (Hill Notation): C₁₆H₁₂Cl₂N₂O₄
• CAS Number: 916320-82-6
• Molecular Weight: 367.18
• MDL number: MFCD27995640
• UNSPSC Code: 12352101
• PubChem Substance ID: 24885598
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 108-112 °C
• functional group: azo; chloro
• 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

Description

General description

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

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P280
• Hazard Classifications: Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable