Diisopropyl azodicarboxylate
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Diisopropyl azodicarboxylate
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CAS No:
2446-83-5
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Formula:
C8H14N2O4
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Chemical Name:
Diisopropyl azodicarboxylate
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Synonyms:
1,2-Diazenedicarboxylic acid,1,2-bis(1-methylethyl) ester;Formic acid,azodi-,diisopropyl ester;Diazenedicarboxylic acid,bis(1-methylethyl) ester;Diisopropyl azodiformate;Diisopropyl azodicarboxylate;Diisopropyl diazodicarboxylate;DIAD;Azodicarboxylic acid diisopropyl ester;Diisopropyl diazene-1,2-dicarboxylate;1002737-17-8;1954716-05-2
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CAS No:
Characteristics
77.3
2.54
orange crystal or liquid
1.2±0.1 g/cm3
3-5 °C
75.5 °C @ Press: 0.25 Torr
106.1±0.0 °C
1.475
insoluble
2-8ºC
1.04 hPa (20 °C)
Safety Information
Ⅲ
9
3082
1
9
S36-S61-S47A-S36/37/39-S29-S26-S16-S60
F:Flammable
Stable at room temperature in closed containers under normal storage and handling conditions.
P261-P273-P281-P305 + P351 + P338
H315-H319-H335-H351-H373-H411
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P260, P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P314, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 134 companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Diisopropyl azodicarboxylate Use and Manufacturing
To a 30 ml flask, hydrazine hydrate (200 mg, 4.0 mmol), Tetrahydrofuran (10 ml)And sodium carbonate (551 mg, 5.2 mmol) were added, and under ice cooling, Chlorocarbonic acid isopropyl ester (980 mg, 8.0 mmol) was added dropwise, followed by reaction for 1 hour.After completion of the reaction, the solid was removed by filtration, and the obtained filtrate was concentrated to about 90 vol percent of 1, 2-hydrazinedicarboxylic acid diisopropyl ester to give tetrahydrofuranToluene (10 ml) was added, and the remaining tetrahydrofuran was removed by concentration to give 1, A toluene solution of 2-hydrazinedicarboxylic acid diisopropyl ester was obtained.Then, pyridine (316.4 mg, 4.0 mmol) was added to a toluene solution of 1, 2-hydrazinedicarboxylic acid diisopropyl ester, , And toluene (10 ml) were added, and N-bromosuccinimide (711.9 mg, 4.0 mmol) was slowly added at 20 ° C. and reacted for 2 hours.After completion of the reaction, the solution was washed with water (3 mL × 2 times), dehumidified with anhydrous magnesium sulfate, and concentrated to dryness. The residue was distilled to obtain diisopropyl azodicarboxylate as a clear solution(628.5 mg, yield 77.8percent)
It can be used as dye intermediates, pharmaceutical intermediates, organic synthesis reagents, and the foaming agent of the rubber plastics liquid.
Isopropyl azodicarboxylate can be used for the liquid foaming agent of vinyl resin. It can be used to make light-colored vinyl foam. It has a uniform pore structure with different formulations and processing conditions giving foam of either closed pore or open pore. It can also be used as pharmaceutical intermediates, and organic synthesis reagents.
Diisopropyl Azodicarboxylate is an azodicarboxylic acid derivative used as a reagent in the production of many organic compounds. Diisopropyl Azodicarboxylate is commonly used as an oxidizer in Mitsun
obu reactions and can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups.
Computed Properties
Molecular Weight:202.21
XLogP3:2.6
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:202.09535693
Monoisotopic Mass:202.09535693
Topological Polar Surface Area:77.3
Heavy Atom Count:14
Complexity:212
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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