| Identification | More | [Name]
Diethyl azodicarboxylate | [CAS]
1972-28-7 | [Synonyms]
AZODICARBOXYLIC ACID DIETHYL ESTER
DEAD
DIETHYL AZODICARBOXYLATE
DIETHYL AZODIFORMATE
Diazenedicarboxylic acid, diethyl ester
Diethoxycarbonyldiazene
Diethyl (E)-1,2-diazenedicarboxylate
Diethyl diazodicarboxylate
dlethylazodicarboxylate
Ethyl azodicarboxylate
Formic acid, azodi-, diethyl ester
Dimethyl azodicarboxyate
DIETHYL AZODICARBOXYLATE SOL., 38-40% IN METHYLENE CHLORIDE
DIETHYLAZODICARBOXYLATE 40 WT. % SOLUT&
DIETHYL AZODICARBOXYLATE SOLUTION, ~40% IN TOLUENE
DiethylAzidoCarboxylate
Pure Diethyl azodicarboxylate (40% solution in toluene)
DAD
Diethyl azodicarboxylate, 94%, balance up to 5% dichloromethane
diethyl azodicarboxylate solution | [EINECS(EC#)]
217-821-7 | [Molecular Formula]
C6H10N2O4 | [MDL Number]
MFCD00009103 | [Molecular Weight]
174.15 | [MOL File]
1972-28-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear orange to orange-red liquid | [Melting point ]
6°C | [Boiling point ]
106°C (13 mmHg) | [density ]
1.106 | [refractive index ]
n20/D 1.47
| [Fp ]
85°C | [storage temp. ]
2-8°C
| [solubility ]
Miscible with dichloromethane, diethyl ether and toluene. | [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. | [Sensitive ]
Air Sensitive | [Detection Methods]
GC,NMR | [BRN ]
908662 | [InChIKey]
FAMRKDQNMBBFBR-FPLPWBNLSA-N | [CAS DataBase Reference]
1972-28-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Diethyl azo diformate(1972-28-7) | [Storage Precautions]
Heat sensitive;Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xn,Xi | [Risk Statements ]
R5:Heating may cause an explosion.
R11:Highly Flammable.
R20:Harmful by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin .
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R63:Possible risk of harm to the unborn child.
R65:Harmful: May cause lung damage if swallowed.
R67:Vapors may cause drowsiness and dizziness.
R48/20/22:Harmful: danger of serious damage to health by prolonged exposure through inhalation and if swallowed .
R40:Limited evidence of a carcinogenic effect.
R20/22:Harmful by inhalation and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S47:Keep at temperature not exceeding ... E C (to be specified by the manufacturer) .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3233 4.1
| [WGK Germany ]
3
| [F ]
9 | [Hazard Note ]
Toxic/Irritant/Flammable | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29270000 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear orange to orange-red liquid | [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. |
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