2,2-Azobisisobutyronitrile solution can be used to initiate radical-induced reactions, specifically free-radical polymerizations.
2,2-Azobisisobutyronitrile can be used in synthesis of styrene-vinyl pyridine diblock copolymers by reversible addition-fragmentation chain transfer (RAFT) polymerization.
2,2-Azobisisobutyronitrile is used preparation of silicon oxycarbide glasses.
CAS Number: 78-67-1
EC Number: 201-132-3
MDL Number: MFCD00013808
Molecular Formula: C8H12N4 / (CH3)2(CN)CN=NC(CN)(CH3)2
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, AIBN, AZOBISISOBUTYRONITRILE, AZOISOBUTYRONITRILE, 2,2'-AZOBISISOBUTYRONITRILE, 2,2-AZOBIS(2-METHYLPROPIONITRILE), AIVN, Vazo, AZDH, Vazo 64, Porofor 57, 2,2-Azobisisobutyronitrile, AIBN, Azo-iso-butyronitrile, 2,2-dimethyl-2,2-azodipropiononitrile, 2,2-Azobsisobutyronitril, 2,2-Azodi(isobutyronitrile), 2,2'-Azodiisobutyronitrile, Azo two different nitrile, 2,2'-(E)-diazene-1,2-diylbis(2-methylpropanenitrile), 2-(1-cyano-1-methyl-ethyl)azo-2-methyl-propanenitrile, Azobis(isbutyronitrile), 2,2'-Azobisisobutyronitrile, 2,2'-Azobisisobutyronitrile AIBN, Propionitrile, 2,2'-azobis[2-methyl-, α,α'-Azobis[isobutyronitrile], α,α'-Azodiisobutyric acid dinitrile, α,α'-Azodi(isobutyronitrile), Aceto AZIB, Azobis[isobutyronitrile], Azodi(isobutyronitrile), AIBN, AIVN, AZDH, Genitron, Pianofor An, Porofor N, Porophor N, Vazo, Vazo 64, 2,2'-Azobis[isobutyronitrile], 2,2'-Azobis[2-methylpropionitrile], 2,2'-Azodi(isobutyronitrile), 2,2'-Dimethyl-2,2'-azodipropionitrile, 2,2'-Azobis-(2-methylpropanenitrile), α,α-Azobisisobutyronitrile, α,α'-Azobis(isobutylonitrile), α,α'-Azodisobutyric acid dinitrile, Azobisisobutylonitrile, ChKhZ 57, Porofor 57, 2,2'-Dicyano-2,2'-azopropane, Poly-zole AZDN, N,N'-Bis(2-cyano-2-propyl)diazene, Genitron AZDN-FF, Genitron AZDN, 2,2-Azodiisobutyronitrile, Azodiisobutyrodinitrile, V-60, Alpha,alpha'-azo-di-iso-butyronitrile, Propanenitrile, 2,2'-(1,2-diazenediyl)bis(2-methyl-, NSC 1496, 2,2-azobis[2-methyl-]-propanenitrile (AZDH), 2,2'-dimethyl-2,2'-azodipropiononitrile, 2,2'-(Diazene-1,2-diyl)bis(2-methylpropanenitrile), AIBN, 2,2'-azobis(isobutylonitrile), azobisisobutironitrile, AIBN-64, 2,2'-azobis-2-methylpropanenitrile, Vazo, Propanenitrile, 2,2'-azobis[2-methyl-, 2,2'-azobis-(2- methylpropionitrile), 78-67-1, 2,2'-Azobis(2-methylpropionitrile), Azobisisobutyronitrile, AIBN, 2,2'-Azobisisobutyronitrile, Genitron, 2,2'-AZOBIS(ISOBUTYRONITRILE), Aivn, Azdh, Vazo, Azobisisobutylonitrile, Porofor N, 2,2'-Azodiisobutyronitrile, Pianofor an, Porophor N, Aceto AZIB, Azobis(isobutyronitrile), Porofor 57, Chkhz 57, VAZO 64, (E)-Azobis(isobutyronitrile), 34241-39-9, Propanenitrile, 2,2'-azobis[2-methyl-, 2,2-Azodiisobutyronitrile, AZODIISOBUTYRONITRILE, 2,2'-Dimethyl-2,2'-azodipropiononitrile, Azodiisobutyrodinitrile, azo-bisisobutyronitrile, 2,2'-Azobis(2-methylpropanenitrile), azo-bis-isobutyronitrile, 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile, alpha,alpha'-Azodiisobutyronitrile, 2,2'-Dicyano-2,2'-azopropane, NSC 1496, alpha,alpha-azoisobutyronitrile, Propionitrile, 2,2'-azobis(2-methyl-, 2,2'-Dimethyl-2,2'-azodipropionitrile, Propanenitrile, 2,2'-azobis(2-methyl-, Azodi(isobutyronitrile), FZ6PX8U5YB, Azobis(2-methylpropionitrile), 2,2'-Azodi(isobutyronitrile), (E)-2,2'-(diazene-1,2-diyl)bis(2-methylpropanenitrile), 2,2'-azobis(2-cyanopropane), 2,2'-Azobis[isobutyronitrile], DTXSID1026457, NSC-1496, NSC-68042, 2,2'-(E)-diazene-1,2-diylbis(2-methylpropanenitrile), 2,2'-Azobis-(2-methylpropanenitrile), Propionitrile, 2,2'-azobis[2-methyl-, Azobis[isobutyronitrile], .alpha.,.alpha.'-Azodi(isobutyronitrile), .alpha.,.alpha.'-Azobis(isobutylonitrile), 2,2'-azodipropionitrile, 2,2'-Azobis(2-methylpropionitrile), 98%, 2-[(E)-2-(1-cyano-1-methylethyl)diazen-1-yl]-2-methylpropanenitrile, Propanenitrile, 2,2'-(1,2-diazenediyl)bis(2-methyl-, DTXCID60809637, Propionitrile,2'-azobis[2-methyl-, Propanenitrile,2'-azobis[2-methyl-, 2,2'-Azobis[2-methylpropionitrile], WLN: NCX1&1&NUNX1&1&CN, 2,2'-azobis-(2-methylpropionitrile), 2,2'-azobis-[2-methylpropionitrile], CAS-78-67-1, .alpha.,.alpha.'-Azobis(isobutyronitrile), .alpha.,.alpha.'-Azobis[isobutyronitrile], CCRIS 4287, HSDB 5220, .alpha.,.alpha.'-Azodisobutyric acid dinitrile), EINECS 201-132-3, UNII-FZ6PX8U5YB, 2,2'-Azobis (2-methylpropionitrile), AI3-28716, alpha,alpha'-Azodiisobutyric acid dinitrile, alpha,alpha-Azobisisobutyronitrile, Genitron AZDN, 2,2-Azobis(2-Methylpropionitrile), Genitron AZDN-FF, 2,2'-Azobis(2-methylpropanitrile), MFCD00013808, ADZN, azo-diisobutyronitrile, azo bisisobutyronitrile, azobis isobutyronitrile, azobis-isobutylonitrile, azobis-isobutyronitrile, azobisiso butyronitrile, azobisiso-butylonitrile, azobisiso-butyronitrile, azobisisobutyro nitrile, azobisisobutyro-nitrile, PERKADOX AIBN, PEROXAN AZDN, azo-di-isobutyronitrile, Vazo-64, azo(bisisobutyronitrile), azo-bisiso-butyronitrile, azobis-iso-butylonitrile, azobis-iso-butyronitrile, a,a'-azoisobutyronitrile, azo-bis-iso-butyronitrile, azo-bis-isobutyro-nitrile, azobis(iso-butyronitrile), Azobis (isobutyronitrile), POROFOR-57, SCHEMBL120, SCHEMBL122, VAZO CATALYST 64, 2,2'azobisisobutyronitrile, azo-bis-(isobutyronitrile), 2,2'-azobisisobutyronitril, EC 201-132-3, trans-Azo-2-cyanoisopropane, 2.2'-Azobisisobutyronitrile, 2,2'-azodi-isobutyronitrile, 2,2-azodi(isobutyronitrile), 2,2'-azo bisisobutyronitrile, 2,2'-azobis isobutyronitrile, 2,2'-azobis(2cyanopropane), 2,2'-azobis-isobutyronitrile, 2,2'-azobisiso-butyronitrile, 2,2'-azobisisobutyro-nitrile, a,a'-azobis(isobutyronitrile), azobis (2-methylpropionitrile), 2,2'-azo-bis-isobutyronitrile, 2,2'-azobis isobutyro-nitrile, 2,2'azobis-(isobutyronitrile), 2.2'-azobis(isobutyronitrile), alpha,alpha-azoisobutyro-nitrile, SCHEMBL6522063, 2-(1-cyano-1-methyl-ethyl)azo-2-methyl-propanenitrile, azobis (2-methyl-propionitrile), CHEMBL1886625, 2,2'-azo-bis(isobutyronitrile), 2,2'-Azobis (isobutyronitrile), 2,2'-azobis-(isobutyronitrile), alpha,alpha' azodiisobutyronitrile, DTXSID70859108, NSC1496, CHEBI:189360, OZAIFHULBGXAKX-VAWYXSNFSA-N, 2,2'azobis(2-methylproponitrile), alpha,alpha'-azobisisobutyronitrile, 2,2'azobis(2-methylpropionitrile), alpha, alpha'-azodiisobutyronitrile, 2,2' azobis(2-methylproponitrile), 2,2'-azobis(2-methylpropinitrile), 2-[2-(1-cyano-1-methylethyl)diazen-1-yl]-2-methylpropanenitrile, alpha, alpha'-azobisisobutyronitrile, alpha,alpha'-azobis isobutyronitrile, alpha,alpha'-azobis-isobutyronitrile, alpha,alpha-azo bis isobutyronitrile, AMY25782, BCP09376, NSC68042, Tox21_202084, Tox21_303177, 2,2'-azobis(2-methylpropannitrile), AB8084, alpha,alpha'-azo-bis-isobutyronitrile, alpha,alpha'-azobis(isobutyronitrile), STL299672, (E)-(NCC(CH3)2)2N2, 2,2'-azobis(2-methylproprionitrile), Alpha,alpha'-azo-di-iso-butyronitrile, N,N'-Bis(2-cyano-2-propyl)diazene, 2,2'-azo-bis(2-methylpropionitrile), 2,2'-azobis(2'-methylpropionitrile, AIBN, Azo-iso-butyronitrile, Azobis(isbutyronitrile), 2,2-Azobsisobutyronitril, A,A'-AZOISOBUTYRONITRILE, Azo two different nitrile, 2,2'-Azodiisobutyronitrile, 2,2-Azobisisobutyronitrile, 2,2-Azodi(isobutyronitrile), 2,2'-Azobisisobutyronitrile, 2,2'-dicyano-2,2'-azopropane, ALPHA,ALPHA'-AZOISOBUTYRONITRILE, ALPHA,ALPHA-AZOBISISOBUTYRONITRILE, 2,2'-Azobis(2-methylpropionitrile), ALPHA,ALPHA'-AZOBISISOBUTYRONITRILE, ALPHA,ALPHA'-AZO-DI-ISO-BUTYRONITRILE, 2,2'-Dimethyl-2,2'-azodipropionitrile, 2,2-dimethyl-2,2-azodipropiononitrile, 2,2'-(E)-diazene-1,2-diylbis(2-methylpropanenitrile), 2-(1-cyano-1-methyl-ethyl)azo-2-methyl-propanenitrile
2,2-Azobisisobutyronitrile is a chemical compound commonly used as a free radical initiator in various chemical processes.
2,2-Azobisisobutyronitrile is a white, crystalline solid that decomposes to generate free radicals, which can then initiate or propagate chemical reactions.
The core function of 2,2-Azobisisobutyronitrile is to serve as a source of free radicals in chemical synthesis, polymerization, and other applications where controlled radical generation is required.
2,2-Azobisisobutyronitrile is an organic compound with the formula [(CH3)2C(CN)]2N2.
2,2-Azobisisobutyronitrile is soluble in alcohols and common organic solvents, but insoluble in water.
2,2-Azobisisobutyronitrile is often used as a foaming agent in plastics and rubber and as a radical initiator.
As an azo initiator, the radicals resulting from 2,2-Azobisisobutyronitrile have several benefits over common organic peroxides.
2,2-Azobisisobutyronitrile is insoluble in water and denser than water.
2,2-Azobisisobutyronitrile is used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
2,2-Azobisisobutyronitrile is a monoazo compound.
2,2-Azobisisobutyronitrile is an organic compound with the formula [(CH3)2C(CN)]2N2.
This white powder, 2,2-Azobisisobutyronitrile, is soluble in alcohols and common organic solvents but is insoluble in water.
2,2-Azobisisobutyronitrile's soluble in a wide variety of organic solvents, including alcohol-based solvents.
2,2-Azobisisobutyronitrile is insoluble in water and denser than water.
2,2-Azobisisobutyronitrile is an organic compound with the formula [(CH3)2C(CN)]2N2.
2,2-Azobisisobutyronitrile is soluble in alcohols and common organic solvents but is insoluble in water.
2,2-Azobisisobutyronitrile is often used as a foamer in plastics and rubber and as a radical initiator.
2,2-Azobisisobutyronitrile's soluble in a wide variety of organic solvents, including alcohol-based solvents.
2,2-Azobisisobutyronitrile is insoluble in water and denser than water.
2,2-Azobisisobutyronitrile is a white needle-like crystals are white powder crystals with low purity.
2,2-Azobisisobutyronitrile is insoluble in water, soluble in methanol, ethanol, acetone, ether, petroleum ether, toluene, aniline and other organic solvents.
2,2-Azobisisobutyronitrile is an organic compound with the formula [(CH3)2C(CN)]2N2.
2,2-Azobisisobutyronitrile is soluble in alcohols and common organic solvents but is insoluble in water.
2,2-Azobisisobutyronitrile is often used as a foamer in plastics and rubber and as a radical initiator.
As an azo initiator, radicals resulting from 2,2-Azobisisobutyronitrile have multiple benefits over common organic peroxides.
For example, they do not have oxygenated byproducts or much yellow discoloration.
Additionally, they do not cause too much grafting and therefore are often used when making adhesives, acrylic fibers, detergents, etc.
2,2-Azobisisobutyronitrile is a radical initiator.
2,2-Azobisisobutyronitrile solution can be used to initiate radical-induced reactions, specifically free-radical polymerizations.
2,2-Azobisisobutyronitrile can be used in:Synthesis of styrene-vinyl pyridine diblock copolymers by reversible addition-fragmentation chain transfer (RAFT) polymerization.
Preparation of silicon oxycarbide glasses.
Synthesis of poly [N-(p-vinyl benzyl) phthalimide] for the preparation of titanium dioxide composites for electrophoretic displays.
2,2-Azobisisobutyronitrile is a chemical compound commonly used as a free radical initiator in various chemical processes.
2,2-Azobisisobutyronitrile is a white, crystalline solid that decomposes to generate free radicals, which can then initiate or propagate chemical reactions.
The core function of 2,2-Azobisisobutyronitrile is to serve as a source of free radicals in chemical synthesis, polymerization, and other applications where controlled radical generation is required.
2,2-Azobisisobutyronitrile is an organic compound with the formula [(CH3)2C(CN)]2N2.
2,2-Azobisisobutyronitrile is soluble in alcohols and common organic solvents, but insoluble in water.
USES and APPLICATIONS of 2,2-AZOBISISOBUTYRONITRILE:
2,2-Azobisisobutyronitrile is a radical initiator.
2,2-Azobisisobutyronitrile solution can be used to initiate radical-induced reactions, specifically free-radical polymerizations.
2,2-Azobisisobutyronitrile can be used in synthesis of styrene-vinyl pyridine diblock copolymers by reversible addition-fragmentation chain transfer (RAFT) polymerization.
2,2-Azobisisobutyronitrile is used preparation of silicon oxycarbide glasses.
2,2-Azobisisobutyronitrile is used synthesis of poly [N-(p-vinyl benzyl) phthalimide] for the preparation of titanium dioxide composites for electrophoretic displays.
2,2-Azobisisobutyronitrile is used as an initiator in polymer radical polymerization because its molecules can easily undergo split reactions and form molecules with high activation energy.
2,2-Azobisisobutyronitrile is the most commonly used azo initiator.
Its characteristic is that the decomposition reaction is relatively stable, only one kind of free radical is generated, and basically no induced decomposition occurs, so 2,2-Azobisisobutyronitrile is often used in the kinetics research of free radical polymerization.
2,2-Azobisisobutyronitrile is an azo-compound and is widely used as a free radical initiator.
2,2-Azobisisobutyronitrile has labile carbon-nitrogen covalent bond which undergoes homolytic scission under thermal, chemical or photochemical conditions producing free radicals.
They are useful in many reactions like halogenation, polymerisation of vinyl monomers, grafting reactions, curing of rubbers and unsaturated polymers and cross-linking of polyolefins.
2,2-Azobisisobutyronitrile can be used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers.
2,2-Azobisisobutyronitrile also can be used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA).
2,2-Azobisisobutyronitrile is a radical initiator.
2,2-Azobisisobutyronitrile solution can be used to initiate radical-induced reactions, specifically free-radical polymerizations.
2,2-Azobisisobutyronitrile can be used in: Synthesis of styrene-vinyl pyridine diblock copolymers by reversible addition-fragmentation chain transfer (RAFT) polymerization.
2,2-Azobisisobutyronitrile is used preparation of silicon oxycarbide glasses.
2,2-Azobisisobutyronitrile is used synthesis of poly [N-(p-vinyl benzyl) phthalimide] for the preparation of titanium dioxide composites for electrophoretic displays.
2,2-Azobisisobutyronitrile is used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
2,2-Azobisisobutyronitrile is often used as a foamer in plastics and rubber and as a radical initiator.
2,2-Azobisisobutyronitrile is used as an initiator in the polymerization of monomers such as vinyl chloride, vinyl acetate and acrylonitrile, and the amount thereof is 04% to 0.2%.
2,2-Azobisisobutyronitrile also can be used as polyvinyl chloride, polyurethane, polyvinyl alcohol, acrylonitrile and butadiene copolymer rubber, plastic foaming agent.
They are also useful as sulfides, pesticides, and intermediates in organic synthesis.
2,2-Azobisisobutyronitrile is mainly 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, 2,2-Azobisisobutyronitrile is also used in other organic synthesis.
2,2-Azobisisobutyronitrile is used as polymerization initiator of polyvinyl chloride, polyvinyl alcohol, polystyrene, polyacrylonitrile and other monomers
2,2-Azobisisobutyronitrile is used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
2,2-Azobisisobutyronitrile is used as an initiator for the polymerization of monomers in the manufacture of PVC, PVA, POP, poliacryInitril, etc.
2,2-Azobisisobutyronitrile is used as a farming agent for elastomers and plastics.
2,2-Azobisisobutyronitrile is mainly used as vinyl chloride, vinyl acetate, acrylonitrile monomer polymerization initiator, can also be used as a foaming agent of polyvinyl chloride, polyolefin, Polyurethane, polyvinyl alcohol, vinyl chloride and butadiene copolymer, vinyl chloride copolymer, acrylonitrile and butadiene and styrene copolymer, polyisocyanate, polyvinyl acetate, polyamide and polyester.
In addition, 2,2-Azobisisobutyronitrile can be used for other organic synthesis.
2,2-Azobisisobutyronitrile is often used as a foaming agent in plastics and rubber and as a radical initiator.
As an azo initiator, the radicals resulting from 2,2-Azobisisobutyronitrile have several benefits over common organic peroxides.
For example, they do not have oxygenated byproducts or as much yellow discoloration.
Additionally, they do not cause as much grafting and are therefore often used in making adhesives, acrylic fibers, detergents, etc.
2,2-Azobisisobutyronitrile – (CAS No.: 78-67-1) 2,2'-azobisisobutyronitrile (AIBN) is the best-known azo initiator that is easy and safe to use as a catalyst for free radical polymerization.
-Applications of 2,2-Azobisisobutyronitrile:
• Vinyl chloride, vinyl acetate, ethylene, styrene, methyl methacrylate, etc. in the polymerization of monomers.
• As a chemical blowing agent for rigid PVC foams when the processing temperature range is 100-120 ºC.
• As an initiator in the production of nitrone fiber.
• For initiating the chlorination process of dichloromethane.
• In silicone foam and rubber foam applications
• In the manufacture of acrylic sheets, bracelets, tubes, rods, etc.
• As a low-temperature blowing agent for making cellular plastics.
• In the manufacture of acrylic resins
• In water treatment 2,2-Azobisisobutyronitrile
-Uses of 2,2-Azobisisobutyronitrile:
The polymerization initiator for Vinyl chloride, vinyl acetate, acrylonitrile and blowing agent for rubber, plastic , in an amount of 10% to 20%.
2,2-Azobisisobutyronitrile can also be used as curing agents, pesticides and organic synthesis intermediates.
-Hair-making uses of 2,2-Azobisisobutyronitrile:
The condensation reaction of hydrazine hydrate with acetone at reflux temperature was carried out to produce a azine (acetone-containing nitrogen).
Hydrogen cyanide gas is obtained by reacting 70% Sulfuric acid with 25% ~ 30% sodium cyanide.
Then, the obtained hydrogen cyanide gas was reacted with a azine (acetone-nitrogen) at 55 to 60 ° C., and then cooled down to continue the reaction to obtain diisobutyronitrile hydrazine.
Diisobutyronitrile hydrazine is reacted with nitrogen at 20 ° C.
Or lower, and then settled and filtered, the filtrate is recovered and utilized, the filter cake is washed with water, and the fine 2,2-Azobisisobutyronitrile is obtained after removing the water.
The crude 2,2-Azobisisobutyronitrile is dissolved and filtered with ethanol, and the filtrate is crystallized at low temperature, suction filtered and dried at low temperature to obtain the finished product.
PROPERTIES OF 2,2-AZOBISISOBUTYRONITRILE:
2,2-Azobisisobutyronitrile is white caystal powder, Insoluble in water, soluble in Merhanol, Ethanol, Acetone, Ether, Benzene and other organic solvents.
2,2-Azobisisobutyronitrile decomposes when hot.
Store 2,2-Azobisisobutyronitrile in a dry place. (Molecular Formula: C8H12N4)
ALTERNATIVE PARENTS OF 2,2-AZOBISISOBUTYRONITRILE:
*Propargyl-type 1,3-dipolar organic compounds
*Nitriles
*Organopnictogen compounds
*Hydrocarbon derivatives
SUBSTITUENTS OF 2,2-AZOBISISOBUTYRONITRILE:
*Azo compound
*Organic 1,3-dipolar compound
*Propargyl-type 1,3-dipolar organic compound
*Nitrile
*Carbonitrile
*Organopnictogen compound
*Hydrocarbon derivative
*Aliphatic acyclic compound
CHEMICAL REACTIONS OF 2,2-AZOBISISOBUTYRONITRILE:
These radicals formed by the decomposition of 2,2-Azobisisobutyronitrile can initiate free-radical polymerizations and other radical-induced reactions.
For instance, a mixture of styrene and maleic anhydride in toluene will react if heated, forming the copolymer upon addition of 2,2-Azobisisobutyronitrile.
Another example of a radical reaction that can be initiated by 2,2-Azobisisobutyronitrile is the anti-Markovnikov hydrohalogenation of alkenes.
2,2-Azobisisobutyronitrile has also been used as the radical initiator for Wohl–Ziegler bromination.
The 2,2-Azobisisobutyronitrile-derived 2-cyano-2-propyl radical abstracts the hydrogen from tributyltin hydride.
The resulting tributyltin radical can be used for removal of a bromine atom.
2,2-Azobisisobutyronitrile-derived radicals abstract a hydrogen from HBr to give a bromine radical, which can add to alkenes.
This type of hydrohalogenation of an alkene proceeds with anti-Markovnikov selectivity.
PRODUCTION AND ANAKOGUES OF 2,2-AZOBISISOBUTYRONITRILE:
2,2-Azobisisobutyronitrile is produced in two steps from acetone cyanohydrin.
Reaction with hydrazine gives the substituted dialkylhydrazine.
In the second step, the hydrazine is oxidized to the azo derivative:
2 (CH3)2C(CN)OH + N2H4 → [(CH3)2C(CN)]2N2H2 + 2 H2O
[(CH3)2C(CN)]2N2H2 + Cl2 → [(CH3)2C(CN)]2N2 + 2 HCl
Related azo compounds behave similarly, such as 1,1′-azobis(cyclohexanecarbonitrile).
Water-soluble azo initiators are also available.
RECRYSTALLIZATION OF 2,2-AZOBISISOBUTYRONITRILE:
1, recrystallize twice a chemically pure 2,2'-Azobis(2-methylpropionitrile) with methanol (by 1:12) and air-dry in a ventilated dark overnight, then place in a vacuum oven with phosphorus pentoxide as a desiccant, vacuum degree 1.013 * 105Pa, under reduced pressure, and dry to 24h.
Refined 2,2'-Azobis(2-methylpropionitrile) needs to be put in the colored jar, sealed and kept in cold dark place.
2, add 50ml 95% alcohol into 150ml Erlenmeyer flask equipped with a reflux condenser , heat in a water bath to near boiling, quickly add 5gAIBN, shak to make it be completely dissolved (boiling time not too long, if too long, severe decomposition ), filter hot solution rapidly ( the funnel and filter flask using for filter must be warmed) and cool the filtrate to give white crystals, dry in a vacuum desiccator, a melting point of 102℃, store the product in a brown bottle, cryopreservation.
TEMPERATURE OF INITIATOR OF 2,2-AZOBISISOBUTYRONITRILE:
2,2-Azobisisobutyronitrile is a particularly excellent free radical initiator , nitrogen will be released by the decomposition when it is heated to about 70° C and free radicals (CH3) 2CCN is generated which is affected by cyano radical , more stable.
2,2-Azobisisobutyronitrile can react with other organic substrates, and then generates a new radical in annihilation of itself , causing chain reaction of free radicals (see radical reaction).
At the same time, 2,2-Azobisisobutyronitrile can also be two coupled molecules, generating highly toxic tetramethoxysilane succinonitrile (TMSN).
2,2-Azobisisobutyronitrile melts when heated to 100~107 ° C and dramaticly decomposes, releases nitrogen and several organic nitrile compound toxic to humans, and may cause an explosion, fire.
Slowly decomposes at room temperature, and it should be stored at 10 ° C or less.
Metabolizes into hydrocyanic acid in the blood, liver, brain and other tissues of animals.
PRODUCTION METHOD OF 2,2-AZOBISISOBUTYRONITRILE:
Acetone, hydrazine hydrate and sodium cyanide as raw materials:
The temperature of condensation reaction above is 55~60 ℃, reaction time is 5h, and then cool down to 25~30 ℃ ,time is 2h.
When to be cooled to below 10 ℃,begin to flow chlorine and carry out the reaction at below 20 ℃.
Ratio of material:
HCN: acetone: hydrazine = 1L:1.5036kg:0.415kg.
Acetone cyanide alcohol and hydrazine hydrate react, and then the use of chlorine oxidation or amino nitrile with sodium hypochlorite oxidation.
CHEMICAL PROPERTIES OF 2,2-AZOBISISOBUTYRONITRILE:
2,2-Azobisisobutyronitrile is a white columnar crystals or white crystalline powder.
2,2-Azobisisobutyronitrile is insoluble in water, soluble in methanol, ethanol, acetone, ether, petroleum ether and aniline and other organic solvents.
MECHANISM OF DECOMPOSITION OF 2,2-AZOBISISOBUTYRONITRILE:
In its most characteristic reaction, 2,2-Azobisisobutyronitrile decomposes, eliminating a molecule of nitrogen gas to form two 2-cyanoprop-2-yl radicals
Because 2,2-Azobisisobutyronitrile readily gives off free radicals, it is often used as a radical initiator.
This happens at temperatures above 40 °C, but in experiments 2,2-Azobisisobutyronitrile is more commonly done at temperatures between 66 °C and 72 °C.
This decomposition has a ΔG‡ of 131 kJ/mol and results in two 2-cyano-2-propyl (carbon) radicals and a molecule of nitrogen gas.
The release of nitrogen gas pushes this decomposition forward due to the increase in entropy.
And the 2-cyano-2-propyl radical is stabilized by the −CN group.
PHYSICAL and CHEMICAL PROPERTIES of 2,2-AZOBISISOBUTYRONITRILE:
Molecular Weight: 164.21 g/mol
XLogP3-AA: 1.3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 2
Exact Mass: 164.106196400 g/mol
Monoisotopic Mass: 164.106196400 g/mol
Topological Polar Surface Area: 72.3Ų
Heavy Atom Count: 12
Formal Charge: 0
Complexity: 251
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Chemical formula: C8H12N4
Molar mass: 164.21 g/mol
Appearance: white crystals
Density: 1.1 g cm−3
Melting point: 103 to 105 °C (217 to 221 °F; 376 to 378 K)
Solubility in water: poor
Melting point: 102-104 °C (dec.)(lit.)
Boiling point: 281.68°C (rough estimate)
Density: 1.11
Vapor pressure: 0.81Pa at 24.85℃
Refractive index: n20/D1.495
Flash point: 4℃
Storage temp.: 2-8°C
Solubility: Chloroform (Slightly), Methanol (Slightly)
Form: Solid
Color: Crystals from EtOH
Odor: odorless
Water Solubility: Insoluble
Merck: 13,920
BRN: 1708400
Stability: Stability solid.
Shock sensitive.
Thermally unstable.
May be explosive in combination with acetone or heptane.
Incompatible with oxidizing agents.
InChIKey: OZAIFHULBGXAKX-VAWYXSNFSA-N
LogP: 1.1 at 25℃
CAS DataBase Reference: 78-67-1 (CAS DataBase Reference)
Indirect Additives used in Food Contact Substances: AZO-BIS-ISOBUTYRONITRILE
FDA 21 CFR: 175.105; 176.170; 177.2420
FDA UNII: FZ6PX8U5YB
NIST Chemistry Reference: 2,2'-Azo-bis-isobutyronitrile (78-67-1)
EPA Substance Registry System: Azobis(isobutyronitrile) (78-67-1)
Molecular Formula / Molecular Weight: C8H12N4 = 164.21
Physical State (20 deg.C): Solid
Storage Temperature: Refrigerated (0-10°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Air Sensitive, Heat Sensitive
CAS RN: 78-67-1
Reaxys Registry Number: 1708400
Merck Index (14): 918
MDL Number: MFCD00013808
Molecular Formula: C8H12N4
Molecular Weight: 164.21
Part B
Storage: 2 to 8°C (Refrigerate)
Shelf Life: 60 Months
Appearance (Colour): White
Appearance (Form): Compound/ powder
Assay (ex N): min. 98%
Melting Point: 102 - 104°C
CAS: 78-67-1
EINECS: 201-132-3
InChI: InChI=1/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3
InChIKey: OZAIFHULBGXAKX-VAWYXSNFSA-N
Molecular Formula: C8H12N4
Molar Mass: 164.21
Density: 1.11
Melting Point: 102-104°C (dec.)(lit.)
Boiling Point: 281.68°C (rough estimate)
Flash Point: 4℃
Water Solubility: Insoluble
Solubility: Chloroform (Slightly), Methanol (Slightly)
Vapor Pressure: 0.81Pa at 24.85℃
Appearance: Solid
Color: Crystals from EtOH
Merck: 13,920
BRN: 1708400
Storage Condition: 2-8°C
Stability: Stability Flammable solid.
Shock sensitive.
Thermally unstable.
May be explosive in combination with acetone or heptane.
Incompatible with oxidizing agents.
Refractive Index: n20/D1.495
Physical and Chemical Properties: Melting point 102-104°C
Water Soluble and Soluble
Melting Point: 102-104 °C (dec.)(lit.)
Boiling Point: 281.68°C (rough estimate)
Density: 1.11
Vapor Pressure: 0.81Pa at 24.85℃
Refractive Index: n20/D1.495
Fp: 4℃
Storage Temp.: 2-8°C
Solubility: Chloroform (Slightly), Methanol (Slightly)
Form: Solid
Color: Crystals from EtOH
Odor: Odorless
Water Solubility: Insoluble
Merck: 13,920
BRN: 1708400
Stability: Stability Flammable solid.
Shock sensitive.
Thermally unstable. May be explosive in combination with acetone or heptane.
Incompatible with oxidizing agents.
InChIKey: OZAIFHULBGXAKX-VAWYXSNFSA-N
LogP: 1.1 at 25℃
Density: 1.0±0.1 g/cm³
Boiling Point: 236.2±25.0 °C at 760 mmHg
Melting Point: 102-104 °C (dec.)(lit.)
Molecular Formula: C8H12N4
Molecular Weight: 164.208
Flash Point: 96.6±23.2 °C
Exact Mass: 164.106201
PSA: 72.30000
LogP: 1.26
Vapor Pressure: 0.0±0.5 mmHg at 25°C
Index of Refraction: 1.491
FIRST AID MEASURES of 2,2-AZOBISISOBUTYRONITRILE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available
ACCIDENTAL RELEASE MEASURES of 2,2-AZOBISISOBUTYRONITRILE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of 2,2-AZOBISISOBUTYRONITRILE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
EXPOSURE CONTROLS/PERSONAL PROTECTION of 2,2-AZOBISISOBUTYRONITRILE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of 2,2-AZOBISISOBUTYRONITRILE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
STABILITY and REACTIVITY of 2,2-AZOBISISOBUTYRONITRILE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
-Possibility of hazardous reactions:
No data available
