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166804

Sigma-Aldrich

Dibenzyl azodicarboxylate

technical grade, 90%

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$131.00
25 G
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About This Item

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

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$131.00

In StockDetails

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grade

technical grade

Quality Level

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

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This Item
225541521191123056
Dibenzyl azodicarboxylate technical grade, 90%

166804

Dibenzyl azodicarboxylate

Diisopropyl azodicarboxylate 98%

225541

Diisopropyl azodicarboxylate

1-Ethynyl-4-methoxy-2-methylbenzene 97%

521191

1-Ethynyl-4-methoxy-2-methylbenzene

4-(2-Aminoethyl)aniline 97%

123056

4-(2-Aminoethyl)aniline

assay

90%

assay

98%

assay

97%

assay

97%

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

mp

43-47 °C (lit.)

mp

-

mp

30-34 °C (lit.)

mp

28-31 °C (lit.)

form

solid

form

liquid

form

solid

form

-

grade

technical grade

grade

-

grade

-

grade

-

General description

Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides[1].

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[2]. It was used in enantioselective synthesis of optically active pyrazolidine derivatives[3].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBG8575
STBD2560V
STBC5706V
STBB8907V
STBB6764V

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