Basic information
- Name:
1,2-Diazenedicarboxylicacid, 1,2-diethyl ester
- Superlist Name:
- Diethyl azodicarboxylate
- CAS No.:
1972-28-7
- Molecular Structure:
- Formula:
- C6H10N2O4
- Molecular Weight:
- 174.16
- Synonyms:
- Diazenedicarboxylicacid, diethyl ester (9CI);Formic acid, azodi-, diethyl ester (6CI,8CI);1,2-Ethoxycarbonyl diazene;Azodicarboxylic acid diethyl ester;DEAD;Diethoxycarbonyldiazene;Diethyl azodicarboxylate;Diethyl diazenedicarboxylate;Diethyl diazodicarboxylate;NSC 3474;NSC 679015;Unifoam AZ-AE 200;
- EINECS:
- 217-821-7
- Density:
- 1.2 g/cm3
- Boiling Point:
- 226.3 °C at 760 mmHg
- Flash Point:
- 106.9 °C
- Appearance:
- Clear orange to orange-red liquid
- Hazard Symbols:
F,
Xn,
Xi- Risk Codes:
- 5-11-20-36/37/38-48/20-63-65-67-48/20/22-40-20/22-20/21/22
- Safety Description:
- 26-36/37-62-47-36 Details
- Transport Information:
- UN 3233
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Specification
The Diethyl azodicarboxylate with cas registry number of 1972-28-7 belongs to the class of aromatic esters. It is also known as Azodicarboxylic acid diethyl ester; DEAD. Its IUPAC name is called [(E)-acetyloxymethyldiazenyl]methyl acetate. It also has an EINECS registry number which is 217-821-7. Its appearance is clear orange to orange-red liquid. It is sensitive to air. This chemical is stable, but may explode if heated under confinement. It secomposes vigorously if heated above 100 C. It is also incompatible with strong acids, strong bases, strong oxidizing agents, strong reducing agents.
Physical properties about this chemical are: (1)ACD/LogP: 1.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.85; (4)ACD/LogD (pH 7.4): 1.85; (5)ACD/BCF (pH 5.5): 14.91; (6)ACD/BCF (pH 7.4): 14.91; (7)ACD/KOC (pH 5.5): 240.75; (8)ACD/KOC (pH 7.4): 240.75; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.471; (13)Molar Refractivity: 40.41 cm3; (14)Molar Volume: 144.3 cm3; (15)Surface Tension: 38.7 dyne/cm; (16)Density: 1.2 g/cm3; (17)Flash Point: 106.9 °C; (18)Enthalpy of Vaporization: 46.28 kJ/mol; (19)Boiling Point: 226.3 °C at 760 mmHg; (20)Vapour Pressure: 0.0827 mmHg at 25°C.
Preparation of Diethyl azodicarboxylate: It can be made by hydrazine-N,N'-dicarboxylic acid diethyl ester using reagent iodobenzene diacetate, solvent CH2Cl2 at ambient temperature. The reaction time is 15 min. The yield is about 88%.
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Uses of Diethyl azodicarboxylate: this chemical can react with pyrrole to give 2,5-bis(N,N'-diethoxycarbonylhydrazinyl)pyrrole using solvent diethyl ether. It also needs heating. The reaction time is 24 hours. The yield is 56%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable. It is irritating to eyes, respiratory system and skin and harmful by inhalation, in contact with skin and if swallowed. It may cause lung damage if swallowed. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. Wear suitable protective clothing and gloves during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Keep at temperature of 2-8°C.
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C6H10N2O4/c1-5(9)11-3-7-8-4-12-6(2)10/h3-4H2,1-2H3/b8-7+;
(2)Smiles: O=C(OC\N=N\COC(=O)C)C