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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:
1972-28-7
Molecular Weight:
174.15
Beilstein:
908662
MDL number:
MFCD00009103
UNSPSC Code:
12352108
PubChem Substance ID:
24880080

Quality Level

100

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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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

Signal Word

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 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

WGK

WGK 3

Flash Point(F)

105.8 °F

Flash Point(C)

41 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
易制毒化学品（3类）

Certificates of Analysis (COA)

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