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2,2'-Azobis(2,4-dimethyl)valeronitrile
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Name

2,2'-Azobis(2,4-dimethyl)valeronitrile

 EINECS 224-583-8
CAS No. 4419-11-8 Density 0.93 g/cm3
PSA 72.30000 LogP 4.09536
Solubility 9.37mg/L at 20℃ Melting Point 45-70 °C
Formula C14H20N4 Boiling Point 330.6 °C at 760 mmHg
Molecular Weight 248.371 Flash Point 153.8 °C
Transport Information UN 2953 Appearance odorless white solid
Safety 16-22-24/25-36/37/39-45 Risk Codes 2017/11/22
Molecular Structure Molecular Structure of 4419-11-8 (2,2'-Azobis(2,4-dimethyl)valeronitrile) Hazard Symbols N/A
Synonyms

Pentanenitrile,2,2'-azobis[2,4-dimethyl- (9CI);Valeronitrile, 2,2'-azobis[2,4-dimethyl-(6CI,7CI,8CI);2,2'-Azobis[2,4-dimethylpentanenitrile];2,2'-Azodi(2,4-dimethylvaleronitrile);ADVN;AMVN;V 65;V 65 (polymerization catalyst);V 65B;Vazo 52;a,a'-Azobis(dimethylvaleronitrile);a,a'-Azobis(a,g-dimethylvaleronitrile);a,a'-Azobis[2,4-dimethylvaleronitrile];

Article Data 15

2,2'-Azobis(2,4-dimethyl)valeronitrile Synthetic route

35017-47-1

2,4,2',4'-tetramethyl-2,2'-hydrazo-di-valeronitrile

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
With potassium hydroxide; potassium hexacyanoferrate(III); pyrographite In benzene at 30℃; for 6h;100%
With oxygen; tetra-N-butylammonium tribromide; sodium nitrite In 1,4-dioxane; water at 40℃; under 760.051 Torr; for 4h; Sealed tube;65%
With ammonium cerium (IV) nitrate; oxygen; acetic acid In 1,4-dioxane; water at 40℃; under 760.051 Torr; for 4h; Sealed tube;56 %Chromat.
higher-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

higher-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
With hydrogenchloride; bromine higher-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
With hydrogenchloride; chlorine higher-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
lower-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

lower-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
lower-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

106-45-6

para-thiocresol

2,4-dimethyl-2-(p-tolylthio)pentanenitrile

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 80℃; for 12h; Schlenk technique;97%
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

5873-93-8

bis(thiobenzoyl) disulfide

851729-55-0

2-cyano-4-methylpent-2-yl dithiobenzoate

Conditions
ConditionsYield
In ethyl acetate Heating;95%
3481-09-2

N-chlorophthalimide

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C22H28ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 20h; Inert atmosphere; Schlenk technique;95%
128-09-6

N-chloro-succinimide

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C18H28ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;94%
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C7H8ClNO2

C21H32ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;83%

triphenylmethyl dithioisonicotinate

4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-cyano-4-methylpentan-2-yl dithioisonicotinate

Conditions
ConditionsYield
In ethyl acetate for 16h; Reflux;78%
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

82621-82-7

1-chloropiperidine-2,6-dione

C19H30ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;75%

2,2'-Azobis(2,4-dimethyl)valeronitrile Chemical Properties

IUPAC Name: 2-(2-Cyano-4-methylpentan-2-yl)diazenyl-2,4-dimethylpentanenitrile
Synonyms of 2,2'-Azobis(2,4-dimethyl)valeronitrile (CAS NO.4419-11-8): Pentanenitrile, 2,2'-(1,2-diazenediyl)bis(2,4-dimethyl-) ; Pentanenitrile, 2,2'-azobis(2,4-dimethyl-) ; 2,2'-Azobis(2,4-dimethylvaleronitrile)
CAS NO: 4419-11-8
Molecular Formula: C14H20N4
Molecular Weight: 244.34
Molecular Structure:
EINECS: 218-254-8
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 6
Polar Surface Area: 72.3 Å2
Index of Refraction: 1.489
Molar Refractivity: 76.95 cm3
Molar Volume: 266.5 cm3
Surface Tension: 31.8 dyne/cm
Density: 0.93 g/cm3
Flash Point: 153.8 °C
Enthalpy of Vaporization: 57.32 kJ/mol
Boiling Point: 330.6 °C at 760 mmHg
Vapour Pressure: 0.000164 mmHg at 25°C 
Melting point: 45-70 °C
Water solubility: Insoluble in water.
Product Categories of 2,2'-Azobis(2,4-dimethyl)valeronitrile (CAS NO.4419-11-8): Organics;pharmacetical 
SMILES: CC(C)CC(C)(/N=N/C(C)(CC(C)C)C#N)C#N
InChI: InChI=1/C14H24N4/c1-11(2)7-13(5,9-15)17-18-14(6,10-16)8-12(3)4/h11-12H,7-8H2,1-6H3
InChIKey: WYGWHHGCAGTUCH-UHFFFAOYAF
Std. InChI: InChI=1S/C14H24N4/c1-11(2)7-13(5,9-15)17-18-14(6,10-16)8-12(3)4/h11-12H,7-8H2,1-6H3
Std. InChIKey: WYGWHHGCAGTUCH-UHFFFAOYSA-N

2,2'-Azobis(2,4-dimethyl)valeronitrile Safety Profile

RIDADR: UN 2953
HazardClass: 4.1
PackingGroup: II

2,2'-Azobis(2,4-dimethyl)valeronitrile Specification

  2,2'-Azobis(2,4-dimethyl)valeronitrile (CAS NO.4419-11-8) is self-decomposition or self-ignition, this may be triggered by heat, chemical reaction, friction or impact. Self-accelerating decomposition may occur if the specific control temperature is not maintained. 2,2'-Azobis(2,4-dimethyl)valeronitrile is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

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