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Merck
CN

166804

Dibenzyl azodicarboxylate

technical grade, 90%

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About This Item

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

technical grade

Quality Segment

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

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.


pictograms

Exclamation mark

signalword

Warning

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

dust mask type N95 (US), Eyeshields, Gloves



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