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563110

Sigma-Aldrich

Diethyl azodicarboxylate solution

40 wt. % in toluene

Synonyme(s) :

1,2-Ethoxycarbonyl diazene solution, DEAD, Diethoxycarbonyldiazene solution, Diethyl azodiformate solution, NSC 3474, NSC 679015, Unifoam AZ-AE 200

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About This Item

Formule linéaire :
C2H5OCON=NCOOC2H5
Numéro CAS:
Poids moléculaire :
174.15
Numéro Beilstein :
908662
Numéro MDL:
Code UNSPSC :
12352108
ID de substance PubChem :

Concentration

40 wt. % in toluene

Indice de réfraction

n20/D 1.4690

Point d'ébullition

116-117 °C

Densité

0.956 g/mL at 25 °C

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

FAMRKDQNMBBFBR-BQYQJAHWSA-N

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Description générale

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.

Conditionnement

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

Avertissement

Toxic, Irritant, Flammable

Pictogrammes

FlameHealth hazardExclamation mark

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Central nervous system, Respiratory system

Code de la classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

105.8 °F - closed cup

Point d'éclair (°C)

41 °C - closed cup

Équipement de protection individuelle

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


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