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78-67-1

Basic Information
CAS No.: 78-67-1
Name: 2,2'-Azobis(2-methylpropionitrile)
Article Data: 35
Cas Database
Molecular Structure:
Molecular Structure of 78-67-1 (2,2'-Azobis(2-methylpropionitrile))
Formula: C8H12N4
Molecular Weight: 164.21
Synonyms: Propanenitrile,2,2'-azobis[2-methyl- (9CI);Propionitrile, 2,2'-azobis[2-methyl- (8CI);2,2'-Azobis(2-cyanopropane);2,2'-Azobis[isobutyronitrile];2,2'-Azodiisobutyronitrile;2,2'-Dimethyl-2,2'-azodipropionitrile;ABN-R;AIBN;AZDH;AZDN;Aceto AZIB;Azobisisobutyronitrile;Azodiisobutyronitrile;ChKhE57;ChKhZ 57;Genitron AZDN;Genitron AZDN-FF;KB-P 13;KE-P 13;ME 800;N,N'-Azobis(isobutyronitrile);N,N'-Bis(2-cyano-2-propyl)diazene;NSC 1496;NSC68042;Perkadox AIBN;Peroxan AZDN;Pianofor An;Porofor ChKhZ 57;Porofor N;V60;V 60 (polymerization catalyst);Vazo 64;a,a'-Azobis(isobutyronitrile);a,a'-Azodiisobutyric acid dinitrile;a,a'-Azodiisobutyronitrile;2,2'-Azobisisobutyronitrile;
EINECS: 201-132-3
Density: 0.95 g/cm3
Melting Point: 102-104 °C (dec.)(lit.)
Boiling Point: 236.2 °C at 760 mmHg
Flash Point: 96.6 °C
Solubility: Insoluble in water
Appearance: white solid
Hazard Symbols: ExplosiveE,HarmfulXn
Risk Codes: 2-11-20/22-52/53
Safety: 39-41-47-61
Transport Information: UN 2952/3
PSA: 72.30000
LogP: 2.04296
Synthetic route
6869-07-4

2,2'-hydrazobis(2-methylpropionitrile)

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
With potassium hydroxide; potassium hexacyanoferrate(III); pyrographite In dichloromethane at 40℃; for 6h;99.5%
With hydrogenchloride; molybdophosphoric acid hydrate; dihydrogen peroxide; sodium docusate; sodium bromide In water at 16 - 17℃; for 4.5h; Reagent/catalyst;95%
With dihydrogen peroxide In acetonitrile at 20℃; Temperature; Solvent;95.6%
112-02-7

cetyltrimethylammonium chloride

19355-69-2

2-amino-2-cyanopropane

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
With sodium hypochlorite93.8%
171915-82-5

2,2'-dimethyl-2,2'-hydrazo-di-butyronitrile

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
With oxygen; tetra-N-butylammonium tribromide; sodium nitrite In 1,4-dioxane; water at 60℃; under 760.051 Torr; for 4h; Sealed tube;72%
29540-62-3

bis-(1-chloro-1-methyl-ethyl)-diazene

143-33-9

sodium cyanide

78-67-1

2,2'-azobis(isobutyronitrile)

19355-69-2

2-amino-2-cyanopropane

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
With sodium hypochlorite
With calcium hypochlorite
With oxygen; 1.5% Au/TiO2 In toluene at 100℃; under 2250.23 - 3750.38 Torr; for 40h;46 %Chromat.
6869-07-4

2,2'-hydrazobis(2-methylpropionitrile)

71-43-2

benzene

94-36-0

dibenzoyl peroxide

78-67-1

2,2'-azobis(isobutyronitrile)

α,α'-(dinitroso-hydrazo)-di-isobutyronitrile

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
at 60℃;
hydrazoisobutyric acid dinitrile

hydrazoisobutyric acid dinitrile

78-67-1

2,2'-azobis(isobutyronitrile)

Conditions
ConditionsYield
With hydrogenchloride; ethanol; bromine
6869-07-4

2,2'-hydrazobis(2-methylpropionitrile)

71-43-2

benzene

sodium peroxybenzoate

sodium peroxybenzoate

78-67-1

2,2'-azobis(isobutyronitrile)

20334-43-4

dimethyl ditelluride

78-67-1

2,2'-azobis(isobutyronitrile)

80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), -C(CN)(CH3)2 and -TeMe terminated, Mn 13100 by GPC, PDI 1.55 by GPC; monomer(s): methyl methacrylate; azoisobutyronitrile; dimethyl ditelluride

poly(methyl methacrylate), -C(CN)(CH3)2 and -TeMe terminated, Mn 13100 by GPC, PDI 1.55 by GPC; monomer(s): methyl methacrylate; azoisobutyronitrile; dimethyl ditelluride

Conditions
ConditionsYield
at 80℃; for 0.5h;100%
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Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  4.1; Label: Flammable Solid, Explosive

Specification

2,2'-Azobisisobutyronitrile, its cas register number is 78-67-1. It also can be called 2,2'-Dicyano-2,2'-azopropane; 2,2'-Dimethyl-2,2'-azodipropionitrile; AIBN; alpha,alpha'-Azodiisobutyronitrile; Azodiisobutyrodinitrile; Azobisisobutyronitrile. It is a white acicular crystal, which is insolvable in water, solvable in organic solvent such as methyl alcohol, ethanol, acetone, ethyl ether and light petroleum etc.lce point of pure product is 105oC.

Physical properties about 2,2'-Azobisisobutyronitril are:
 (1)ACD/LogP: 1.659; (2)ACD/LogD (pH 5.5): 1.66; (3)ACD/LogD (pH 7.4): 1.66; (4)ACD/BCF (pH 5.5): 10.74; (5)ACD/BCF (pH 7.4): 10.74; (6)ACD/KOC (pH 5.5): 190.35; (7)ACD/KOC (pH 7.4): 190.35; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.49; (11)Molar Refractivity: 49.674 cm3; (12)Molar Volume: 171.526 cm3; (13)Polarizability: 19.692 10-24cm3; (14)Surface Tension: 34.8530006408691 dyne/cm; (15)Density: 0.957 g/cm3; (16)Flash Point: 96.634 °C; (17)Enthalpy of Vaporization: 47.296 kJ/mol; (18)Boiling Point: 236.173 °C at 760 mmHg; (19)Vapour Pressure: 0.0480000004172325 mmHg at 25°C

Uses of 2,2'-Azobisisobutyronitril:
 2,2'-Azobisisobutyronitrile is maily used as polymerization initiator of monomer such as chloroethylene,vinyl acetate,acrylonitrile,etc;also used as blowing agent for PVC,polyalkene,polyurethane,polyvinyl alcohol,acrylonitrile/butadiene copolymer,chloroethylene copolymer,acrylonitrile/ butadiene/styrene copolymer,polyisocyanate,polyvinyl acetate,polyamide and polyester,etc.Moreover,it is also used in other organic synthesis.

When you are using 2,2'-Azobisisobutyronitril, please be cautious about it as the following:
1. Wear eye/face protection;
2. In case of fire and/or explosion do not breathe fumes;
3. Keep at temperature not exceeding ... E C (to be specified by the manufacturer);
4. Avoid release to the environment. Refer to special instructions safety data sheet;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+;
(2)InChIKey InChIKey=OZAIFHULBGXAKX-VAWYXSNFSA-N;
(3)SmilesC(\N=N\C(C#N)(C)C)(C#N)(C)C;

The toxicity data of 2,2'-Azobisisobutyronitrile is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo subcutaneous 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archiv fuer Toxikologie. Vol. 16, Pg. 367, 1957.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 oral 700mg/kg (700mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 146, 1989.
mouse LDLo subcutaneous 40mg/kg (40mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archiv fuer Toxikologie. Vol. 16, Pg. 367, 1957.
rabbit LDLo subcutaneous 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archiv fuer Toxikologie. Vol. 16, Pg. 367, 1957.
rat LC inhalation > 12gm/m3/4H (12000mg/m3) BEHAVIORAL: EXCITEMENT

SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE
National Technical Information Service. Vol. OTS0555369,
rat LD50 intraperitoneal 25mg/kg (25mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: GENERAL ANESTHETIC
National Technical Information Service. Vol. OTS0555369,
rat LD50 oral 100mg/kg (100mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
National Technical Information Service. Vol. OTS0555369,
rat LDLo subcutaneous 30mg/kg (30mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archiv fuer Toxikologie. Vol. 16, Pg. 367, 1957.