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Merck

563110

Diethyl azodicarboxylate solution

40 wt. % in toluene

Synonym(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

Linear Formula:
C2H5OCON=NCOOC2H5
CAS Number:
1972-28-7
Molecular Weight:
174.15
PubChem Substance ID:
24880080
UNSPSC Code:
12352108
Beilstein/REAXYS Number:
908662
MDL number:
MFCD00009103

Product Name

Diethyl azodicarboxylate solution, 40 wt. % in toluene

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

concentration

40 wt. % in toluene

refractive index

n20/D 1.4690

bp

116-117 °C

density

0.956 g/mL at 25 °C

functional group

azo

storage temp.

2-8°C

Quality Level

100

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Application

A commonly used activating reagent in Mitsunobo reactions.
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

Disclaimer

Toxic, Irritant, Flammable

General description

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

Packaging

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

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 - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCM8638
MKCL0488
MKCJ1314
MKCF3967
MKCC6724

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