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

Name
Dimethyl 2,2'-azobis(2-methylpropionate)
EINECS 219-976-6
CAS No. 2589-57-3
Article Data19
CAS DataBase
Density 1.06 g/cm³
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
Appearance white crystal(little light yellow)
Safety
Risk Codes R34
Molecular Structure
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;
PSA 77.32000
LogP 1.34180

Synthetic route

: 67-56-1
methanol

: 78-67-1
2,2'-azobis(isobutyronitrile)

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sodium hydride In benzene for 20h; Ambient temperature; Yields of byproduct given;	A n/a B 680 mg

...Expand

: 199590-95-9
dimethyl 2,2'-hydrazinobisisobutyrate

bromine water: bromine water

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 7732-18-5
water

: 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

Conditions	Yield
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;

...Expand

: 74095-59-3
[α,α']azoisobutyrimidic acid dimethyl ester

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

Conditions

Conditions	Yield
With water at 10 - 30℃; for 1h;

: 195000-66-9
2-oxotetrahydrofuran-3-yl methacrylate

: (2,4-dimethoxyphenyl)-[4'-(2-hydroxy-ethoxy)-phenyl]-dimethoxymethane

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 199590-95-9
dimethyl 2,2'-hydrazinobisisobutyrate

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; oxygen; acetic acid In 1,4-dioxane; water at 60℃; under 760.051 Torr; for 4h; Sealed tube;	70 %Chromat.

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 4074-90-2
divinyl adipate

polymer; monomer(s): divinyl adipate, 0.3 mol/l; dimethyl 2,2\-azobis(isobutyrate), 0.01 mol/l: polymer; monomer(s): divinyl adipate, 0.3 mol/l; dimethyl 2,2\-azobis(isobutyrate), 0.01 mol/l

Conditions

Conditions	Yield
In benzene at 80℃; for 4h;	93%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 111875-47-9
N-methyl-N-(2-methylprop-2-enoyl)benzamide

: methyl 3-(2,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-4-yl)-2,2-dimethylpropanoate

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide In N,N-dimethyl-formamide at 90℃;	92%
With potassium phosphate; copper(l) iodide; oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr;	57%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2-(1-azidovinyl)-4'-chloro-1,1'-biphenyl

: methyl 2,2-dimethyl-3-(3-chlorophenanthridin-6-yl)propanoate

Conditions

Conditions	Yield
With copper(II) nitrate nonahydrate In N,N-dimethyl-formamide at 50℃; for 8h; Reagent/catalyst; Temperature; Inert atmosphere;	92%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 6093-59-0
3,4,5‐trihydroxycinnamic acid

: 2,2-dimethyl-4-(3,4,5-trihydroxyphenyl)-3-butenoic acid methyl ester

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate; p-toluidine; copper(II) oxide at 120℃; for 9h;	89%
at 120℃; for 9h;
at 120℃; for 9h; Temperature; Reagent/catalyst;

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 6093-59-0
trans-3-(3,4,5-trihydroxyphenyl)-2-propenoic acid

: 2,2-dimethyl-4-(3,4,5-trihydroxyphenyl)-3-butenoic acid methyl ester

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate; p-toluidine; copper(II) oxide at 120℃; for 9h; Temperature; Reagent/catalyst;	89%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 4074-90-2
divinyl adipate

polymer, Mn 1.68E4 g/mol by GPC, Mw/Mn 13.0; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate): polymer, Mn 1.68E4 g/mol by GPC, Mw/Mn 13.0; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate)

Conditions

Conditions	Yield
In benzene at 80℃; for 4h;	87%

: 7340-22-9
3-pyridin-2-yl-acrylic acid

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: (E)-methyl 2,2-dimethyl-4-(pyridin-2-yl)but-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	85%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2-(1-vinyl azide)-4'-methyl-1,1'-biphenyl

: C20H21NO2

Conditions

Conditions	Yield
With copper(II) nitrate nonahydrate In dichloromethane at 100℃; for 8h; Temperature; Solvent; Inert atmosphere;	85%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 29582-39-6, 6269-33-6
3-(4-chlorobenzoyl)acrylic acid

: (E)-methyl 5-(4-chlorophenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	84%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 15254-22-5
(Z)-4-(2,5-Dimethyl-phenyl)-4-oxo-but-2-enoic acid

: (E)-methyl 5-(2,5-dimethylphenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	83%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 621-82-9
Cinnamic acid

: 94041-88-0
methyl (E)-2,2-dimethyl-4-phenyl-3-buten-1-oate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Reagent/catalyst; Time; Inert atmosphere;	83%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2446-83-5
di-isopropyl azodicarboxylate

: 768-70-7
1-ethynyl-3-methoxybenzene

: diisopropyl 1-[(E)-1-(3-methoxyphenyl)-4-methoxy-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	83%

...Expand

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 39644-80-9
β-(4-bromobenzoyl)acrylic acid

: (E)-methyl 5-(4-bromophenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	82%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 583-06-2
3-benzoylacrylic acid

: (E)-methyl 2,2-dimethyl-5-oxo-5-phenylpent-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	80%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 4074-90-2
divinyl adipate

polymer, Mn 1.85E4 g/mol by GPC, Mw/Mn 12.7; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate): polymer, Mn 1.85E4 g/mol by GPC, Mw/Mn 12.7; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate)

Conditions

Conditions	Yield
In benzene at 80℃; for 4h;	79%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 1242029-32-8
N-phenyl-N-(prop-2- yn-1-yl)methacrylamide

: methyl 2,2-dimethyl-3-(3-methyl-4-methylene-2-oxo-1-phenylpyrrolidin-3-yl)propanoate

Conditions

Conditions	Yield
In ethyl acetate at 60℃; for 16h; Schlenk technique; Green chemistry; regioselective reaction;	78%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 3029-79-6
3-methylcinnamic acid

: (E)-methyl 2,2-dimethyl-4-m-tolylbut-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	77%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 20972-36-5, 35513-41-8, 24849-45-4
4-(p-methylphenyl)-4-oxo-2-butenoic acid

: (E)-methyl 2,2-dimethyl-5-oxo-5-p-tolylpent-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	77%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2446-83-5
di-isopropyl azodicarboxylate

: 768-60-5
4-methoxyphenylacetylen

: diisopropyl 1-[(E)-4-methoxy-1-(4-methoxyphenyl)-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; stereoselective reaction;	77%

...Expand

: 57134-53-9
3,4-methylenedioxyphenylethyne

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2446-83-5
di-isopropyl azodicarboxylate

: diisopropyl 1-[(E)-1-(benzo[d][1,3]dioxol-5-yl)-4-methoxy-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	77%

...Expand

: 90-50-6
3,4,5-trimethoxycinnamic acid

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: (E)-methyl 2,2-dimethyl-4-(3,4,5-trimethoxyphenyl)but-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	76%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 140-10-3, 621-82-9, 102-94-3
cis-cinnamic acid

: 94041-88-0
methyl (E)-2,2-dimethyl-4-phenyl-3-buten-1-oate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	76%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 78811-30-0
α-phenylselenylacrylonitrile

: (E)-4,5-Bis-methoxycarbonyl-2,2,7,7-tetramethyl-oct-4-enedioic acid dimethyl ester

Conditions

Conditions	Yield
In benzene at 80℃; for 16h;	75%

: 1615-02-7
p-chlorocinnamic acid

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: (E)-methyl 4-(4-chlorophenyl)-2,2-dimethylbut-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	75%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2373-76-4
2-methylcinnamic acid

: (E)-methyl 2,2-dimethyl-4-o-tolylbut-3-enoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	73%

: 78593-40-5
3-ethynylquinoline

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 2446-83-5
di-isopropyl azodicarboxylate

: diisopropyl 1-[(E)-4-methoxy-3,3-dimethyl-4-oxo-1-(quinolin-3-yl)but-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	73%

...Expand

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

Product Name

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

Synthetic route

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

Related Products

Hot Products