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Diethyl azodicarboxylate

Product Name
Diethyl azodicarboxylate
CAS No.
1972-28-7
Chemical Name
Diethyl azodicarboxylate
Synonyms
DEAD;DAD;(E)-di-tert-butyl diazene-1,2-dicarboxylate;Diethyl diazene-1,2-dicarboxylate;(E)-diethyl diazene-1,2-dicarboxylate;Diethoxycarbonyldiazene;DiethylAzidoCarboxylate;diethyl azodicarboxylate solution;AZODICARBOXYLIC ACID DIETHYL ESTER;Ethyl (NE)-N-ethoxycarbonyliminocarbamate
CBNumber
CB6432076
Molecular Formula
C6H10N2O4
Formula Weight
174.15
MOL File
1972-28-7.mol
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Diethyl azodicarboxylate Property

Melting point:
6°C
Boiling point:
106°C (13 mmHg)
Density 
1.106
refractive index 
n20/D 1.47
Flash point:
85°C
storage temp. 
2-8°C
solubility 
Miscible with dichloromethane, diethyl ether and toluene.
form 
liquid
color 
Clear, orange
Sensitive 
Air Sensitive
BRN 
908662
Stability:
Stable, but may explode if heated under confinement. May be shock sensitive. Decomposes vigorously if heated above 100 C. Incompatible with strong acids, strong bases, strong oxidizing agents, strong reducing agents. Light sensitive.
InChI
InChI=1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3
InChIKey
FAMRKDQNMBBFBR-FPLPWBNLSA-N
SMILES
N(C(OCC)=O)=NC(OCC)=O
CAS DataBase Reference
1972-28-7(CAS DataBase Reference)
NIST Chemistry Reference
Diethyl azo diformate(1972-28-7)
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Safety

Hazard Codes 
F,Xn,Xi
Risk Statements 
5-11-20-36/37/38-48/20-63-65-67-48/20/22-40-20/22-20/21/22-10
Safety Statements 
26-36/37-62-47-36-35
RIDADR 
UN 3233 4.1
WGK Germany 
3
9
Hazard Note 
Toxic/Irritant/Flammable
HazardClass 
6.1
PackingGroup 
III
HS Code 
29270000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H242Heating may cause a fire

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H373May cause damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P331Do NOT induce vomiting.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
563110
Product name
Diethyl azodicarboxylate solution
Purity
40 wt. % in toluene
Packaging
25g
Price
$75.1
Updated
2024/03/01
Sigma-Aldrich
Product number
563110
Product name
Diethyl azodicarboxylate solution
Purity
40 wt. % in toluene
Packaging
100g
Price
$246
Updated
2024/03/01
Alfa Aesar
Product number
L19348
Product name
Diethyl azodicarboxylate, 97%
Packaging
5g
Price
$33.3
Updated
2021/12/16
Alfa Aesar
Product number
L19348
Product name
Diethyl azodicarboxylate, 97%
Packaging
25g
Price
$92.6
Updated
2021/12/16
Alfa Aesar
Product number
L19348
Product name
Diethyl azodicarboxylate, 97%
Packaging
100g
Price
$274
Updated
2021/12/16
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Diethyl azodicarboxylate Chemical Properties,Usage,Production

Chemical Properties

Clear orange to orange-red liquid

Uses

A fluorescent CDK inhibitor for treatment of cancer

Uses

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

General Description

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

Purification Methods

Dissolve DEAD in toluene, wash it with 10% NaHCO3 till neutral (may require several washes if too much hydrolysis had occurred: check IR for OH bands), then wash with H2O (2x), dry over Na2SO4, filter, evaporate the toluene and distil it through a short Vigreux column (p 11) at as high a vacuum as possible. The main portion boils at 107-111o/15mm. Since it is likely to explode, use an oil bath for heating the still and all operations should be carried -out behind an adequate shield. [Rabjohn Org Synth Coll Vol III 375 1955, see Kauer Org Synth Coll Vol IV 412 1963]. [Beilstein 3 III 233.] It is commercially available as a 40% solution in toluene. This reagent is useful in the Mitsunobu reaction [Mitsunobu Synthesis 1 1981, Gennari et al. J Am Chem Soc 108 6394 1986, Evans et al. J Am Chem Soc 108 6394 1986, Hughes Org React 42 335 1992, Dodge et al. Org Synth 73 110 1996, Hughes Org Prep Proc Int 28 127 1996, Ferguson & Marcelle J Am Chem Soc 128 4576 2006; see also di-tert-butyl azodicarboxylate above and DIAD below]. § A polystyrene supported DEAD version is commercially available with a loading of ~1.2mmol/g.

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Diethyl azodicarboxylate Suppliers

BIOSYNTH AG
Tel
--
Fax
--
Email
welcome@biosynth.ch
Country
Switzerland
ProdList
1308
Advantage
60
CM Fine Chemicals
Tel
--
Fax
--
Email
info@cm-finechemicals.com
Country
Switzerland
ProdList
1186
Advantage
58
Matrix Fine Chemicals GmbH
Tel
--
Fax
--
Email
nfo@matrix-fine-chemicals.com
Country
Switzerland
ProdList
6968
Advantage
58
SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from Diethyl azodicarboxylate manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Diethyl azodicarboxylate 1972-28-7
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000Ton
Release date
2024-08-09
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Diethyl azodicarboxylate 1972-28-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-04-24
Hebei Dangtong Import and export Co LTD
Product
Diethyl azodicarboxylate 1972-28-7
Price
US $120.00-115.00/kilograms
Min. Order
10kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-03-01

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