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563110

Sigma-Aldrich

Diethyl azodicarboxylate solution

40 wt. % in toluene

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Synonym(s):
1,2-Ethoxycarbonyl diazene solution, DEAD, Diethoxycarbonyldiazene solution, Diethyl azodiformate solution, NSC 3474, NSC 679015, Unifoam AZ-AE 200
Linear Formula:
C2H5OCON=NCOOC2H5
CAS Number:
Molecular Weight:
174.15
Beilstein/REAXYS Number:
908662
MDL number:
PubChem Substance ID:

Quality Level

concentration

40 wt. % in toluene

refractive index

n20/D 1.4690

bp

116-117 °C

density

0.956 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCOC(=O)\N=N/C(=O)OCC

InChI

1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+

InChI key

FAMRKDQNMBBFBR-BQYQJAHWSA-N

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1 of 4

This Item
135992225541258822
vibrant-m

563110

Diethyl azodicarboxylate solution

vibrant-m

135992

Di-tert-butyl azodicarboxylate

vibrant-m

225541

Diisopropyl azodicarboxylate

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

refractive index

n20/D 1.4690

refractive index

-

refractive index

n20/D 1.420 (lit.)

refractive index

n20/D 1.4201

bp

116-117 °C

bp

-

bp

75 °C/0.25 mmHg (lit.)

bp

118.5 °C

density

0.956 g/mL at 25 °C

density

-

density

1.027 g/mL at 25 °C (lit.)

density

1.13 g/mL at 25 °C

concentration

40 wt. % in toluene

concentration

-

concentration

-

concentration

50 wt. % in H2O

General description

DOT Special Approval Submission is Under Review. Availability is Estimated as March 2012.

Application

Reactant for preparation of:
  • Immunostimulants α-Galactosylceramides
  • Cellotriose and cellotetraose analogues as transition state mimics for mechanistic studies of cellulases
  • Bisubstrate inhibitors with molecular recognition at the active site of catechol-O-methyltransferase
  • Derivatives of F200 and S383 with cannabinoid CB1 receptor binding activities
  • Aza-β-lactams via NHC-catalyzed [2 + 2] cycloaddition with ketenes

Reagent for:
  • Annulation of N-protected imines
  • α-thiocyanation of enolizable ketones with ammonium thiocyanate
  • Diels-Alder reactions
A commonly used activating reagent in Mitsunobo reactions.

Packaging

100g unit contains ca. 40g DEAD solute
25g unit contains ca. 10g DEAD solute

Warning

Toxic, Irritant, Flammable

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - Self-react. C - Skin Irrit. 2 - STOT RE 2

target_organs

Central nervous system

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

105.8 °F - closed cup

flash_point_c

41 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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