166804

Dibenzyl azodicarboxylate

technical grade, 90%

• Linear Formula: C₆H₅CH₂OCON=NCOOCH₂C₆H₅
• CAS Number: 2449-05-0
• Molecular Weight: 298.29
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24850186
• EC Number: 219-508-0
• Beilstein/REAXYS Number: 2298734
• MDL number: MFCD00016737
• Assay: 90%
• Form: solid

Properties

• grade: technical grade
• Quality Segment: 100
• assay: 90%
• form: solid
• mp: 43-47 °C (lit.)
• functional group: azo, phenyl
• storage temp.: 2-8°C
• SMILES string: O=C(OCc1ccccc1)\N=N\C(=O)OCc2ccccc2
• InChI: 1S/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2/b18-17+
• InChI key: IRJKSAIGIYODAN-ISLYRVAYSA-N

Description

General description

Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides.

Application

Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves