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Dimethyl 2,2'-azobis(2-methylpropionate)

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Name

Dimethyl 2,2'-azobis(2-methylpropionate)

EINECS 219-976-6
CAS No. 2589-57-3 Density 1.06 g/cm3
PSA 77.32000 LogP 1.34180
Solubility insoluble Melting Point 22-28 ºC
Formula C10H18N2O4 Boiling Point 248.3 ºCat 760 mmHg
Molecular Weight 230.264 Flash Point 77.7 ºC
Transport Information N/A Appearance white crystal(little light yellow)
Safety Risk Codes R34
Molecular Structure Molecular Structure of 2589-57-3 (Dimethyl 2,2'-azobis(2-methylpropionate)) Hazard Symbols C
Synonyms

Propanoicacid, 2,2'-azobis[2-methyl-, dimethyl ester (9CI);Propionic acid, 2,2'-azobis[2-methyl-,dimethyl ester (6CI,7CI,8CI);2,2'-Azobis(methyl isobutyrate);AIBMe;Dimethyl2,2'-azobis(2-methylpropanoate);Dimethyl 2,2'-azobis(2-methylpropionate);Dimethyl 2,2'-azobis(isobutyrate);Dimethyl 2,2'-azodiisobutyrate;Dimethylazobis(isobutyrate);Dimethyl azodiisobutyrate;Dimethyl a,a'-azo(bisisobutyrate);MAIB;V 601;Wako 601;

Article Data 19

Dimethyl 2,2'-azobis(2-methylpropionate) Synthetic route

67-56-1

methanol

78-67-1

2,2'-azobis(isobutyronitrile)

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 15 - 32℃; for 6h; Temperature; Solvent; Reagent/catalyst;94.9%
67-56-1

methanol

6869-07-4

2,2'-hydrazobis(2-methylpropionitrile)

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

Conditions
ConditionsYield
Stage #1: methanol; 2,2'-hydrazobis(2-methylpropionitrile) With chlorine; sodium bromide In chlorobenzene at 15℃;
Stage #2: With hydrogenchloride In chlorobenzene at 20℃; for 18h;
Stage #3: With water In toluene at 30℃; for 2h;
92%
67-56-1

methanol

109-74-0

propyl cyanide

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

Conditions
ConditionsYield
Stage #1: methanol; propyl cyanide In toluene at 20℃; for 0.0833333h;
Stage #2: With hydrogenchloride In water; toluene at 10 - 20℃; for 1.05h; Temperature; Solvent;
80.3%
109-74-0

propyl cyanide

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

Conditions
ConditionsYield
With hydrogenchloride In water; toluene at 18 - 22℃; for 18h; Large scale;54.2%
76170-90-6

methyl ester of α-(N-chloro-N-methoxyamino)isobutyric acid

A

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

B

80552-77-8

dimethyl azoxyisobutyrate

Conditions
ConditionsYield
With sodium thioethylate In acetonitrile at 20℃; for 8h;A 7.3%
B 24.6%
34508-73-1

methyl-α-N,N-dichloroaminoisobutyrate

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

Conditions
ConditionsYield
With sodium hydroxide In methanol
67-56-1

methanol

21302-38-5

Azobis(n-butylcarboxypropane)

A

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

B

butyl methyl azoisobutyrate

Conditions
ConditionsYield
With sodium hydride In benzene for 20h; Ambient temperature; Yields of byproduct given;A n/a
B 680 mg
199590-95-9

dimethyl 2,2'-hydrazinobisisobutyrate

bromine water

bromine water

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

52300-30-8, 52845-48-4

dimethyl 2,2'-(diazene-1,2-diyl)bis(2-methylpropanimidate) dihydrochloride

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

67-56-1

methanol

78-67-1

2,2'-azobis(isobutyronitrile)

64-17-5

ethanol

A

C11H20N2O4

B

2589-57-3

dimethyl 2,2'-azobis(isobutyrate)

C

3879-07-0

diethyl 2,2'-azobis(2-methylpropionate)

Conditions
ConditionsYield
Stage #1: methanol; 2,2'-azobis(isobutyronitrile); ethanol With hydrogenchloride In toluene at 15 - 20℃; for 20 - 21h;
Stage #2: With water In toluene at 30℃; for 2h;
Stage #1: 2,2'-azobis(isobutyronitrile); ethanol With hydrogenchloride In toluene at 15 - 20℃; for 6h;
Stage #2: methanol With hydrogenchloride In toluene at 15 - 20℃; for 17.5h;
Stage #3: With water In toluene at 20 - 30℃; for 1h;

Dimethyl 2,2'-azobis(2-methylpropionate) Chemical Properties

IUPAC Name: Methyl 2-(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl-2-methylpropanoate
Synonyms of 2,2-Azobisisobutyric acid dimethyl ester (CAS NO.2589-57-3): Dimethyl 2,2'-azobis(2-methylpropionate)
CAS NO: 2589-57-3
Molecular Formula: C10H18N2O4
Molecular Weight: 230.26
Molecular Structure:
EINECS: 219-976-6
H bond acceptors: 6
H bond donors: 0
Freely Rotating Bonds: 6
Polar Surface Area: 77.32 Å2
Index of Refraction: 1.459
Molar Refractivity: 59.17 cm3
Molar Volume: 216.1 cm3
Surface Tension: 32 dyne/cm
Density: 1.06 g/cm3
Flash Point: 77.7 °C
Enthalpy of Vaporization: 48.55 kJ/mol
Boiling Point: 248.3 °C at 760 mmHg
Vapour Pressure: 0.0244 mmHg at 25°C 
Melting point: 22-28 °C
Water solubility: insoluble 
Product Categories of 2,2-Azobisisobutyric acid dimethyl ester (CAS NO.2589-57-3): pharmacetical 
SMILES: O=C(OC)C(/N=N/C(C(=O)OC)(C)C)(C)C
InChI: InChI=1/C10H18N2O4/c1-9(2,7(13)15-5)11-12-10(3,4)8(14)16-6/h1-6H3/b12-11+
InChIKey: ZQMHJBXHRFJKOT-VAWYXSNFBY
Std. InChI: InChI=1S/C10H18N2O4/c1-9(2,7(13)15-5)11-12-10(3,4)8(14)16-6/h1-6H3/b12-11+
Std. InChIKey: ZQMHJBXHRFJKOT-VAWYXSNFSA-N

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