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Name |
2,2'-Azobisisobutyronitrile |
EINECS | 201-132-3 |
CAS No. | 78-67-1 | Density | 0.95 g/cm3 |
PSA | 72.30000 | LogP | 2.04296 |
Solubility | Insoluble in water | Melting Point |
102-104 °C (dec.)(lit.) |
Formula | C8H12N4 | Boiling Point | 236.2 °C at 760 mmHg |
Molecular Weight | 164.21 | Flash Point | 96.6 °C |
Transport Information | UN 2952/3 | Appearance | white solid |
Safety | 39-41-47-61 | Risk Codes | 2-11-20/22-52/53 |
Molecular Structure | Hazard Symbols | E,Xn | |
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; |
Article Data | 35 |
Conditions | Yield |
---|---|
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% |
cetyltrimethylammonium chloride
2-amino-2-cyanopropane
2,2'-azobis(isobutyronitrile)
Conditions | Yield |
---|---|
With sodium hypochlorite | 93.8% |
2,2'-dimethyl-2,2'-hydrazo-di-butyronitrile
2,2'-azobis(isobutyronitrile)
Conditions | Yield |
---|---|
With oxygen; tetra-N-butylammonium tribromide; sodium nitrite In 1,4-dioxane; water at 60℃; under 760.051 Torr; for 4h; Sealed tube; | 72% |
bis-(1-chloro-1-methyl-ethyl)-diazene
sodium cyanide
2,2'-azobis(isobutyronitrile)
2-amino-2-cyanopropane
2,2'-azobis(isobutyronitrile)
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
at 60℃; |
2,2'-azobis(isobutyronitrile)
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; bromine |
dimethyl ditelluride
2,2'-azobis(isobutyronitrile)
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
Conditions | Yield |
---|---|
at 80℃; for 0.5h; | 100% |
Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.
DOT Classification: 4.1; Label: Flammable Solid, Explosive
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. |