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Dimethyl azodiformate

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Name

Dimethyl azodiformate

EINECS N/A
CAS No. 2446-84-6 Density 1.3g/cm3
PSA 77.32000 LogP 0.97140
Solubility N/A Melting Point 10°C
Formula C4H6 N2 O4 Boiling Point 206.4°Cat760mmHg
Molecular Weight 146.103 Flash Point 96.1°C
Transport Information N/A Appearance N/A
Safety A shock-sensitive explosive. It burns explosively when ignited. When heated to decomposition it emits toxic fumes of NOx. Risk Codes 11-36/37/38
Molecular Structure Molecular Structure of 2446-84-6 (AZODICARBOXYLIC ACID DIMETHYL ESTER) Hazard Symbols N/A
Synonyms

Diazenedicarboxylicacid, dimethyl ester (9CI); Formic acid, azodi-, dimethyl ester (6CI,7CI,8CI);Azodicarboxylic acid, dimethyl ester; Dimethyl azodicarboxylate; Dimethylazodiformate; Dimethyl diazenedicarboxylate; NSC 522488

Article Data 11

Dimethyl azodiformate Synthetic route

67-56-1

methanol

1972-28-7

diethylazodicarboxylate

2446-84-6

dimethyl azodicarboxylate

Conditions
ConditionsYield
With dipotassium hydrogenphosphate for 1h; Reflux;98%
135299-67-1

C7H15N3O6Si

2446-84-6

dimethyl azodicarboxylate

Conditions
ConditionsYield
In dichloromethane at 25℃; for 72h;75%
17643-54-8

N,N'-Bis-(methoxycarbonyl)-hydrazin

2446-84-6

dimethyl azodicarboxylate

Conditions
ConditionsYield
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
ConditionsYield
Irradiation;
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
ConditionsYield
Product distribution; Heating; further temp., pressure, residence time;
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In dichloromethane for 1h;99%

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 cm
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 NOx.

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