Dibenzyl azodicarboxylate Chemical Properties

Melting point:

43-47 °C (lit.)

Boiling point:

439.72°C (rough estimate)

Density 

1.2028 (rough estimate)

refractive index 

1.6240 (estimate)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

Crystalline Powder

color 

Yellow to orange

Sensitive 

Light Sensitive

BRN 

2298734

InChI

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

InChIKey

IRJKSAIGIYODAN-ISLYRVAYSA-N

SMILES

N(C(OCC1=CC=CC=C1)=O)=NC(OCC1=CC=CC=C1)=O

CAS DataBase Reference

2449-05-0(CAS DataBase Reference)

EPA Substance Registry System

Diazenedicarboxylic acid, bis(phenylmethyl) ester (2449-05-0)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/37/38-11

Safety Statements 

26-37/39-16

RIDADR 

3224

WGK Germany 

3

TSCA 

Yes

HS Code 

29270000

MSDS

• Language:English Provider:Dibenzyl azodicarboxylate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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Dibenzyl azodicarboxylate Usage And Synthesis

Chemical Properties

yellow to orange crystalline powder

Uses

Dibenzyl azodicarboxylate is a reagent used in the synthesis of Minocycline-d6 (M344797). Minocycline-d6 is a labeled second generation tetracycline antibiotic. Antibacterial.

Uses

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.

General Description

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

Synthesis

PIDA (phenyliodine diacetate) and DCM (dichloromethane) were added to compound dibenzyl hydrazine-1,2-dicarboxylate, and the mixture was reacted with stirring at room temperature for 30 minutes to obtain DBAD (dibenzyl azodicarboxylate) in a yield of 97%.

Dibenzyl azodicarboxylate(2449-05-0)Related Product Information

• Carbobenzoxyhydrazide
• Benzyl chloroformate
• Benzyl benzoate
• Diethyl azodicarboxylate
• Dibenzyl phosphate
• Benzylparaben
• Diisopropyl azodicarboxylate
• 1,1'-(Azodicarbonyl)-dipiperidine
• AZODICARBOXYLIC BISMORPHOLIDE
• N,N,N',N'-Tetramethylazodicarboxamide
• Di-tert-Butyl azodicarboxylate
• Sodium acetate trihydrate
• Sodium tert-butoxide
• Benzophenone
• Palladium (II) Acetate
• AZODICARBOXYLIC ACID DIMETHYL ESTER
• Bis(4-chlorobenzyl) azodicarboxylate
• Dibenzyl azodicarboxylate