Dimethyl azodiformate supplier

Name
AZODICARBOXYLIC ACID DIMETHYL ESTER
EINECS
CAS No. 2446-84-6
Article Data11
CAS DataBase
Density 1.3g/cm³
Solubility
Melting Point 10°C
Formula C4H6 N2 O4
Boiling Point 206.4°Cat760mmHg
Molecular Weight 146.103
Flash Point 96.1°C
Transport Information
Appearance
Safety A shock-sensitive explosive. It burns explosively when ignited. When heated to decomposition it emits toxic fumes of NO_x.
Risk Codes 11-36/37/38
Molecular Structure
Hazard Symbols
Synonyms Diazenedicarboxylicacid, dimethyl ester (9CI); Formic acid, azodi-, dimethyl ester (6CI,7CI,8CI);Azodicarboxylic acid, dimethyl ester; Dimethyl azodicarboxylate; Dimethylazodiformate; Dimethyl diazenedicarboxylate; NSC 522488
PSA 77.32000
LogP 0.97140

Synthetic route

: 67-56-1
methanol

: 1972-28-7
diethylazodicarboxylate

: 2446-84-6
dimethyl azodicarboxylate

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate for 1h; Reflux;	98%

: 135299-67-1
C7H15N3O6Si

: 2446-84-6
dimethyl azodicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 72h;	75%

: 17643-54-8
N,N'-Bis-(methoxycarbonyl)-hydrazin

: 2446-84-6
dimethyl azodicarboxylate

Conditions

Conditions	Yield
With nitric acid

: 1516-56-9
azidoformiate de methyle

A: 50-00-0
formaldehyd

B: 75-13-8
isocyanic acid

C: 2446-84-6
dimethyl azodicarboxylate

D: 117775-56-1
methoxy isocyanate

Conditions

Conditions	Yield
Irradiation;

...Expand

: 1516-56-9
azidoformiate de methyle

A: 50-00-0
formaldehyd

B: 75-13-8
isocyanic acid

C: 2053-29-4
methyleneamine

D: 2446-84-6
dimethyl azodicarboxylate

E: 117775-56-1
methoxy isocyanate

F CO2: CO2

Conditions

Conditions	Yield
Product distribution; Heating; further temp., pressure, residence time;

...Expand

: 17643-54-8
N,N'-Bis-(methoxycarbonyl)-hydrazin

: 7697-37-2
nitric acid

: 2446-84-6
dimethyl azodicarboxylate

: 946832-61-7
4,2',3'-trimethyl-4'-(p-fluorobenzyl)purpurogallin

: 2446-84-6
dimethyl azodicarboxylate

: C25H25N2O9F

Conditions

Conditions	Yield
In toluene Heating;	100%

: 1002736-86-8
2-(p-fluorobenzyloxy)tropone

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-(p-fluorobenzyloxy)-2-oxo-6,7-diazabicyclo[3.2.2]nona-3,8-diene-6,7-dicarboxylate

Conditions

Conditions	Yield
In toluene hetero-Diels Alder reaction; Heating;	100%

: 1002736-87-9
2-(o-fluorobenzyloxy)tropone

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-(o-fluorobenzyloxy)-2-oxo-6,7-diazabicyclo[3.2.2]nona-3,8-diene-6,7-dicarboxylate

Conditions

Conditions	Yield
In toluene hetero-Diels Alder reaction; Heating;	100%

: 2446-84-6
dimethyl azodicarboxylate

: 153620-13-4
1,3-Bis-(1-cyclopenta-2,4-dienylidene-2,2-dimethyl-propyl)-benzene

: 153620-14-5
C34H42N4O8

Conditions

Conditions	Yield
In dichloromethane for 1h;	99%

: C12H13BrN2O

: 2446-84-6
dimethyl azodicarboxylate

: C15H17BrN4O5

Conditions

Conditions	Yield
With (η5-1,2,3,4,5-pentamethylcyclopentadienyl)Ir[(S,S)-N-(Ms)-1,2-diphenylethylenediamine] In toluene at 0℃; for 2.33333h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 147795-56-0, 15032-43-6
ethyl 2-(4-chlorophenyl)-2-cyanoacetate

: 2446-84-6
dimethyl azodicarboxylate

: C15H16ClN3O6

Conditions

Conditions	Yield
With C35H45IrN2O3S In toluene at -20℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 1134-20-9
Cyan-phenyl-essigsaeure-dimethylamid

: 2446-84-6
dimethyl azodicarboxylate

: 1400564-51-3
C15H18N4O5

Conditions

Conditions	Yield
With (η5-1,2,3,4,5-pentamethylcyclopentadienyl)Ir[(S,S)-N-(Ms)-1,2-diphenylethylenediamine] In toluene at 0℃; for 2.33333h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 115549-32-1
2-t-butoxycarbonyl-2-phenylacetonitrile

: 2446-84-6
dimethyl azodicarboxylate

: C17H21N3O5

Conditions

Conditions	Yield
With (η5-1,2,3,4,5-pentamethylcyclopentadienyl)Ir[(S,S)-N-(Ms)-1,2-diphenylethylenediamine] In toluene at 0℃; for 2.33333h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 2446-84-6
dimethyl azodicarboxylate

: 3,4-dihydronaphthalen-1-yl 2,2,2-trifluoroacetate

: (R)-dimethyl 1-(1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; 2,2,2-trifluoroethanol; silver trifluoromethanesulfonate In tetrahydrofuran; N,N-dimethyl-formamide at -78 - 20℃; for 15h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Darkness; enantioselective reaction;	99%

: 1408247-07-3
C13H11F3O2

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; 2,2,2-trifluoroethanol; silver trifluoromethanesulfonate In tetrahydrofuran; N,N-dimethyl-formamide at -78 - 20℃; for 16h; Inert atmosphere; Darkness; enantioselective reaction;	99%

: 130399-99-4
C13H11F3O3

: 2446-84-6
dimethyl azodicarboxylate

: (R)-dimethyl 1-(6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; 2,2,2-trifluoroethanol; silver trifluoromethanesulfonate In tetrahydrofuran; N,N-dimethyl-formamide at -78 - 20℃; for 11h; Inert atmosphere; Darkness; enantioselective reaction;	99%

: 946832-58-2
4,2',3'-trimethyl-4'-benzylpurpurogallin

: 2446-84-6
dimethyl azodicarboxylate

: C25H26N2O9

Conditions

Conditions	Yield
In toluene Heating;	98%

: 2161-40-2
2-methoxytropone

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-methoxy-2-oxo-6,7-diazabicyclo[3.2.2]nona-3,8-diene-6,7-dicarboxylate

Conditions

Conditions	Yield
In toluene hetero-Diels Alder reaction; Heating;	98%

: 2446-84-6
dimethyl azodicarboxylate

: 93-55-0
1-phenyl-propan-1-one

: 86358-61-4
dimethyl 1-(1-oxo-1-phenylpropan-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 1,2,2,6,6-pentamethylpiperidine; tris(pentafluorophenyl)borate In toluene at 22℃; for 12h; Inert atmosphere;	98%

: 2446-84-6
dimethyl azodicarboxylate

: 10441-57-3
1-methyl-pyrrolidine-2-thione

: dimethyl 1-(1-methyl-2-thioxopyrrolidin-3-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 1,2,2,6,6-pentamethylpiperidine; tris(pentafluorophenyl)borate In toluene at 22℃; for 12h; Inert atmosphere;	98%

: 100102-72-5
N1-<(2,5,5-Trimethyl-1,3,6-heptatrienyl)methyl>-N1,N2-hydrazindicarbonsaeure-dimethylester

: 2446-84-6
dimethyl azodicarboxylate

: 100102-71-4
9-<1,2-Bis(methoxycarbonyl)hydrazinomethyl>-3,3,8-trimethyl-6,7-diazatricyclo<3.2.2.02,4>non-8-en-6,7-dicarbonsaeure-dimethylester

Conditions

Conditions	Yield
In benzene at 50℃; for 5h;	97%

: 15795-64-9
4-hydroxy-2,3,6-trimethoxy-5H-benzo[7]annulen-5-one

: 2446-84-6
dimethyl azodicarboxylate

: C18H20N2O9

Conditions

Conditions	Yield
In toluene Heating;	97%

: 83-33-0
inden-1-one

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-(1-oxo-2,3-dihydro-1H-inden-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 1,2,2,6,6-pentamethylpiperidine; tris(pentafluorophenyl)borate In toluene at 22℃; for 12h; Inert atmosphere;	97%

: 1003-10-7
Thiobutyrolactone

: 2446-84-6
dimethyl azodicarboxylate

: dimethyl 1-(2-oxotetrahydrothiophen-3-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 1,2,2,6,6-pentamethylpiperidine; tris(pentafluorophenyl)borate In toluene at 22℃; for 12h; Inert atmosphere;	97%

: 14548-17-5
α-(1-dimethylaminovinyl)pyridine

: 2446-84-6
dimethyl azodicarboxylate

: 86358-58-9
C17H24N6O8

Conditions

Conditions	Yield
In diethyl ether overnight;	96%

: 55023-87-5
2-tert-Butyl-2H-isoindol

: 2446-84-6
dimethyl azodicarboxylate

: 76670-59-2
C20H27N5O8

Conditions

Conditions	Yield
	96%

: 344417-07-8
2-methyl-3-pyrrolidin-1-yl-5,6-dihydro-4H-thiopyran 1,1-dioxide

: 2446-84-6
dimethyl azodicarboxylate

: 89717-32-8
4-(N,N'-dimethoxycarbonylhydrazino)-2-methyl-3-pyrrolidin-1-yl-5,6-dihydro-4H-thiopyran 1,1-dioxide

Conditions

Conditions	Yield
In benzene for 72h; Ambient temperature;	96%

: 2446-84-6
dimethyl azodicarboxylate

: 98-86-2
acetophenone

: dimethyl 1-(1-phenylvinyl)-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 20℃; for 24h; Mitsunobu reaction;	96%

: 946832-64-0
4,2',3'-trimethyl-4'-(o-fluorobenzyl)purpurogallin

: 2446-84-6
dimethyl azodicarboxylate

: C25H25N2O9F

Conditions

Conditions	Yield
In toluene Heating;	96%

: 946832-69-5
4,2',3'-trimethyl-4'-(p-methoxybenzyl)purpurogallin

: 2446-84-6
dimethyl azodicarboxylate

: C26H28N2O10

Conditions

Conditions	Yield
In toluene Heating;	96%

: 2446-84-6
dimethyl azodicarboxylate

: 103200-82-4, 106007-94-7
(+)-(1R,6R)-3,7,7-Trimethyl-4-methylenbicyclo<4.1.0>hept-2-en

: 100102-71-4
9-<1,2-Bis(methoxycarbonyl)hydrazinomethyl>-3,3,8-trimethyl-6,7-diazatricyclo<3.2.2.02,4>non-8-en-6,7-dicarbonsaeure-dimethylester

Conditions

Conditions	Yield
In benzene at 50℃; for 5h;	95%

: 2446-84-6
dimethyl azodicarboxylate

: 98330-87-1
6-<5-methoxy-3,3-dimethyl-2-tetrahydrofuranyl>fulvene

: 110528-18-2, 110610-86-1, 110610-87-2, 110610-88-3
N,N'-bis(methoxycarbonyl)-2,3-diaza-7-<5-methoxy-3,3-dimethyl-2-tetrahydrofuranylidene>bicyclo<2.2.1>hept-5-ene

Conditions

Conditions	Yield
In diethyl ether at 4℃; for 120h;	95%

: 2446-84-6
dimethyl azodicarboxylate

: 101137-77-3
acetic p-nitrophenyldiazoacetic anhydride

: Acetyl-[[(E)-methoxycarbonylimino]-(4-nitro-phenyl)-methyl]-carbamic acid methyl ester

Conditions

Conditions	Yield
dirhodium tetraacetate In benzene at 50℃;	95%

: 6273-57-0
2,3,4,6-tetramethoxy-5H-benzo[7]annulen-5-one

: 2446-84-6
dimethyl azodicarboxylate

: C19H22N2O9

Conditions

Conditions	Yield
In toluene Heating;	95%

Dimethyl azodiformate Chemical Properties

IUPAC Name: Methyl N-methoxycarbonyliminocarbamate
Synonyms of Dimethyl azodiformate (CAS NO.2446-84-6): Methyl azodicarboxylate ; Azodiformic acid dimethyl ester ; Azodicarboxylic acid dimethyl ester ; Dimethyl diazenedicarboxylate ; Dimethyl azodicarboxylate ; Azodicarboxylic acid dimethyl ester (40% in toluene) ; Dimethyl azodicarboxylate (40% in toluene, ca. 2.7mol/l) ; 1,2-Diazenedicarboxylic acid dimethyl ester ;
CAS NO: 2446-84-6
Molecular Formula of Dimethyl azodiformate (CAS NO.2446-84-6): C₄H₆N₂O₄
Molecular Weight: 146.1014
H bond acceptors: 6
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 77.32 Å²
Index of Refraction: 1.468
Molar Refractivity: 31.19 cm³
Molar Volume: 112 cm³
Surface Tension: 40.7 dyne/cm
Density: 1.3 g/cm³
Flash Point: 96.1 °C
Enthalpy of Vaporization: 44.26 kJ/mol
Boiling Point: 206.4 °C at 760 mmHg
Vapour Pressure: 0.238 mmHg at 25°C
Molecular Structure:

Dimethyl azodiformate Safety Profile

Risk Statements of Dimethyl azodiformate (CAS NO.2446-84-6): 11-36/37/38
R11: Highly flammable. R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 9-16-33
S9: Keep container in a well-ventilated place. S16: Keep away from sources of ignition. S33: Take precautionary measures against static discharges.
RIDADR: 1993
A shock-sensitive explosive. It burns explosively when ignited. When heated to decomposition it emits toxic fumes of NO_x.

Product Name

AZODICARBOXYLIC ACID DIMETHYL ESTER

Synthetic route

Dimethyl azodiformate Chemical Properties

Dimethyl azodiformate Safety Profile

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