Azobisisobutyronitrile

Azobisisobutyronitrile
The chemical structure of AIBN
3D model of the AIBN molecule
Names
IUPAC name
2,2′-Azobis(2-methylpropionitrile), 2-(azo(1-cyano-1-methylethyl))-2-methylpropane nitrile
Other names
Azobisisobutyronitrile
Azobisisobutylonitrile
AIBN
Identifiers
3D model (JSmol)
Abbreviations AIBN
ChemSpider
ECHA InfoCard 100.001.030 Edit this at Wikidata
EC Number
  • 201-132-3
RTECS number
  • UG0800000
UNII
UN number 3234 1325
  • InChI=1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+ checkY
    Key: OZAIFHULBGXAKX-VAWYXSNFSA-N checkY
  • InChI=1/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+
    Key: OZAIFHULBGXAKX-VAWYXSNFBT
  • CC(C)(C#N)/N=N/C(C)(C)C#N
Properties
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)
poor
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H242, H302, H332, H412
P210, P220, P234, P261, P264, P270, P271, P273, P280, P301+P312, P304+P312, P304+P340, P312, P330, P370+P378, P403+P235, P411, P420, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Azobisisobutyronitrile (abbreviated AIBN[1]) 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.

As an azo initiator, radicals resulting from AIBN have multiple benefits[2] 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.

  1. ^ Höfer, Rainer (2022-11-11). Renewable Resources for Surface Coatings, Inks, and Adhesives. The Royal Society of Chemistry. doi:10.1039/9781788013024-fp015. ISBN 978-1-78262-993-1.
  2. ^ AIBN initiator and other azo initiators. (n.d.). Retrieved from https://polymerchemistry.nouryon.com/products-applications/acrylic-polymer-initiators/aibn/