Azobisisobutyronitrile CAS 78-67-1

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What is Azobisisobutyronitrile and what is it used for?

Azobisisobutyronitrile (abbreviated AIBN) is an organic compound with the formula [(CH3)2C(CN)]2N2.

This white powder is soluble in alcohols and common organic solvents but is insoluble in water. It is often used as a foamer in plastics and rubber and as a radical initiator.

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Azobisisobutyronitrile Cas 78-67-1

These radicals formed by the decomposition of AIBN 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 AIBN. Another example of a radical reaction that can be initiated by AIBN is the anti-Markovnikov hydrohalogenation of alkenes. AIBN has also been used as the radical initiator for Wohl–Ziegler bromination. The AIBN-derived 2-cyano-2-propyl radical abstracts the hydrogen from tributyltin hydride.[4] The resulting tributyltin radical can be used for removal of a bromine atom.

AIBN-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.

Azobisisobutyronitrile Cas 78-67-1 product information:

Product Name: 2,2′-Azobis(2-methylpropionitrile)
CAS NO: 78-67-1
EINECS: 201-132-3
Molecular Formula: C8H12N4
Molecular Weight: 164.21
Melting point: 102-104 °C (dec.)(lit.)
Boiling  Point: 281.68°C (rough estimate)
Appearance: white solid
Storage: 2-8°C
Solubility: Insoluble in water
Applications: 1. Organic synthesis intermediates
2. Used as an initiator for high molecular weight polymers
3. Catalyst for methacrylate-embedded tissue.


Preparation of 2,2′-azobis(2-methylpropionitrile):

2,2′-Azobis(2-methylpropionitrile), which is used as a foaming agent and a radical polymerization initiator, is produced in a high yield and a high purity, by (1) subjecting a crude 2-amino-2-methylpropionitrile product obtained by the reaction between acetone cyanohydrin and ammonia, to reduced pressure distillation, (2) contacting the resulting purified 2-amino-2-methylpropionitrile product having an ammonia content of 1.5% by weight or less with an aqueous metal hypochlorite solution, and then (3) treating the resulting aqueous suspension of 2,2′-azobis(2-methylpropionitrile) with a reducing agent.

What is 2,2′-Azobis(2-methylpropionitrile)?

2,2′-Azobis(2-methylpropionitrile) (AIBN) is a radical initiator. AIBN solution can be used to initiate radical-induced reactions, specifically free-radical polymerizations. It 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.


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