768375
Azobisisobutyronitrile
12 wt. % in acetone
Synonym(s):
2,2′-Azobis(2-methylpropionitrile) solution, radical initiator, α,α,′-Azoisobutyronitrile solution, AIBN solution
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About This Item
Empirical Formula (Hill Notation):
C8H12N4
CAS Number:
Molecular Weight:
164.21
UNSPSC Code:
12162002
PubChem Substance ID:
MDL number:
form
liquid
Quality Level
concentration
12 wt. % in acetone
refractive index
n20/D 1.368
density
0.808 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
CC(C)(\N=N\C(C)(C)C#N)C#N
InChI
1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+
InChI key
OZAIFHULBGXAKX-VAWYXSNFSA-N
General description
Azobisisobutyronitrile (AIBN) is an azo-compound and is widely used as a free radical initiator. This compound 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.
Application
- Used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers.
- Used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA).
Features and Benefits
Decomposes unimolecularly at good rates without much variation from one solvent to another.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
Storage Class
3 - Flammable liquids
flash_point_f
1.4 °F
flash_point_c
-17 °C
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Initiator efficiency in radical polymerization
Walling, C.
Journal of Polymer Science, 14(74), 214-217 (1954)
Biomaterials based on 2-hydroxyethyl methacrylate: the influence of the initiator type
Nita, L. E., Chiriac, A. P., Nistor, M. T., & Stoica, I.
Rev. Roum. Chim., 56(5), 537-543 (2011)
Synthesis of highly cross-linked polymers in supercritical carbon dioxide by heterogeneous polymerization.
Cooper, A. I., Hems, W. P., & Holmes, A. B.
Macromolecules, 32(7), 2156-2166 (1999)