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HomeProduct name listDibenzyl azodicarboxylate

Dibenzyl azodicarboxylate

  • CAS NO.:2449-05-0
  • Empirical Formula: C16H14N2O4
  • Molecular Weight: 298.29
  • MDL number: MFCD00016737
  • EINECS: 219-508-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-06-05 17:10:12
Dibenzyl azodicarboxylate Structural

What is Dibenzyl azodicarboxylate?

Chemical properties

yellow to orange crystalline powder

The Uses of Dibenzyl azodicarboxylate

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

The Uses of Dibenzyl azodicarboxylate

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

Properties of Dibenzyl azodicarboxylate

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
CAS DataBase Reference 2449-05-0(CAS DataBase Reference)
EPA Substance Registry System Diazenedicarboxylic acid, bis(phenylmethyl) ester (2449-05-0)

Safety information for Dibenzyl azodicarboxylate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Dibenzyl azodicarboxylate

InChIKey IRJKSAIGIYODAN-ISLYRVAYSA-N
SMILES N(C(OCC1=CC=CC=C1)=O)=NC(OCC1=CC=CC=C1)=O

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