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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;DiethylAzidoCarboxylate;Diethoxycarbonyldiazene;diethyl azodicarboxylate solution;AZODICARBOXYLIC ACID DIETHYL ESTER;Ethyl (NE)-N-ethoxycarbonyliminocarbamate
CBNumber:
CB6432076
Molecular Formula:
C6H10N2O4
Molecular Weight:
174.15
MDL Number:
MFCD00009103
MOL File:
1972-28-7.mol
MSDS File:
SDS
Last updated:2024-04-24 17:21:45

Diethyl azodicarboxylate Properties

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)
FDA UNII D31B4839S8
NIST Chemistry Reference Diethyl azo diformate(1972-28-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08
Signal word  Danger
Hazard statements  H226-H242-H304-H315-H319-H335-H336-H361d-H373-H412
Precautionary statements  P210-P301+P310-P331-P370+P378-P403+P233-P403+P235
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
NFPA 704
2
2 3

Diethyl azodicarboxylate price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 563110 Diethyl azodicarboxylate solution 40 wt. % in toluene 1972-28-7 25g $75.1 2024-03-01 Buy
Sigma-Aldrich 563110 Diethyl azodicarboxylate solution 40 wt. % in toluene 1972-28-7 100g $246 2024-03-01 Buy
Alfa Aesar L19348 Diethyl azodicarboxylate, 97% 1972-28-7 5g $33.3 2021-12-16 Buy
Alfa Aesar L19348 Diethyl azodicarboxylate, 97% 1972-28-7 25g $92.6 2021-12-16 Buy
Alfa Aesar L19348 Diethyl azodicarboxylate, 97% 1972-28-7 100g $274 2021-12-16 Buy
Product number Packaging Price Buy
563110 25g $75.1 Buy
563110 100g $246 Buy
L19348 5g $33.3 Buy
L19348 25g $92.6 Buy
L19348 100g $274 Buy

Diethyl azodicarboxylate Chemical Properties,Uses,Production

Chemical Properties

Clear orange to orange-red liquid

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

Uses

A fluorescent CDK inhibitor for treatment of cancer

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.

622-08-2
2042-14-0
1972-28-7
Synthesis of Diethyl azodicarboxylate from 2-Benzyloxyethanol and 4-Methyl-3-nitrophenol
Global( 451)Suppliers
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Nanjing Shunxiang Pharmaceutical Technology Co.,Ltd.
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View Lastest Price from Diethyl azodicarboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl azodicarboxylate pictures 2024-05-16 Diethyl azodicarboxylate
1972-28-7
US $120.00-115.00 / kilograms 10kilograms 99% 100tons Hebei Dangtong Import and export Co LTD
Diethyl azodicarboxylate pictures 2024-04-24 Diethyl azodicarboxylate
1972-28-7
US $10.00 / kg 1kg 99% 5000kg/week Hebei Zhuanglai Chemical Trading Co.,Ltd
Diethyl azodicarboxylate pictures 2024-04-07 Diethyl azodicarboxylate
1972-28-7
US $32.00-1.40 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Diazenedicarboxylic acid, diethyl ester Diethyl (E)-1,2-diazenedicarboxylate Diethyl diazodicarboxylate dlethylazodicarboxylate Ethyl azodicarboxylate Formic acid, azodi-, diethyl ester DIETHYL AZODIFORMATE DIETHYL AZODICARBOXYLATE Dimethyl azodicarboxyate DIETHYL AZODICARBOXYLATE SOL., 38-40% IN METHYLENE CHLORIDE DIETHYLAZODICARBOXYLATE 40 WT. % SOLUT& DIETHYL AZODICARBOXYLATE SOLUTION, ~40% IN TOLUENE Pure Diethyl azodicarboxylate (40% solution in toluene) Diethylazodicarboxylate 97% DIETHYLAZODICARBOXYLATE(DEAD) diazocarboxylic acid ethyl ester Diethylazodicarboxylate97% Diethyl azodicarboxylate, GC 97% Diethyl azodicarboxylate, 94%, balance up to 5% dichloromethane DIETHYLAZODICARBOXYIATE Diethyl azidoformate Diethyl azodicarboxylate ,99% Diethyl azodicarboxylate [40% in Toluene] Diethyl azodicarboxylate ,40% in Toluene [40% in Toluene] Diethyl Azodicarboxylate (40% in Toluene, ca. 2.2mol/L) 1,2-Diazenebis(carboxylic acid ethyl) ester Azobisformic acid diethyl ester Azodicarboxylic acid diethyl Azodiformic acid diethyl ester Diazenedicarboxylic acid diethyl Diazenedicarboxylic acid, diethyl ester (9ci) Einecs 217-821-7 Formic acid, azodi-, diethyl ester (8ci) (DEAD) diethyl azodiformate Diethyl azodicarboxy Diethyl diazene-1,2-dicarboxylate 97% Diethyl azodicarboxylate solution (approx. 40% in toluene) Diethyl azodicarboxylate soluti Diethyl azodicarboxylate, 40 wt.% solution in toluene 1,2-Ethoxycarbonyl diazene Diethyl diazene-1,2-dicarboxylate, 40% solution in toluene 1,2-Bis(ethoxycarbonyl) diazene 1,2-Diazenedicarboxylic Acid 1,2-Diethyl Ester Azodicarboxylic Acid Diethyl Ester DEAD Azo twoforMic acid ethyl ester two Azo 2 forMic acid diethyl ester 1,2-Ethoxycarbonyl diazene solution Diethoxycarbonyldiazene solution Diethyl azodiformate solution NSC 3474 NSC 679015 Unifoam AZ-AE 200 Diethyl azodicarboxylate(40% W/W IN TOLUENE) Diethyl??azodicarbo×ylate?(DEAD) Diethyl azodicarboxylate, 98.5% acetic acid [(E)-acetyloxymethylazo]methyl ester azodicarboxyL Diethyl azodicarboxylate, 98%, for synthesis