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Merck

768375

Sigma-Aldrich

Azobisisobutyronitrile

12 wt. % in acetone

Sinónimos:

2,2′-Azobis(2-methylpropionitrile) solution, radical initiator, α,α,′-Azoisobutyronitrile solution, AIBN solution

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About This Item

Fórmula empírica (notación de Hill):
C8H12N4
Número de CAS:
Peso molecular:
164.21
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:

form

liquid

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

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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.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

1.4 °F

flash_point_c

-17 °C


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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)
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)
Selected radical azoinitiators in the synthesis of solvent-borne acrylic pressure-sensitive adhesives
Pabin-Szafko, B., Wisniewska, E., & Czech, Z.
Chemistry and Chemical Technology, 3(2), 101-106 (2009)
Initiator efficiency in radical polymerization
Walling, C.
Journal of Polymer Science, 14(74), 214-217 (1954)
Ailing Zhou et al.
Journal of agricultural and food chemistry, 56(24), 12081-12091 (2008-12-05)
Quercetin, the most abundant flavonoid in dietary fruits and vegetables, acts as antioxidant or prooxidant depending on the environmental conditions. The antioxidant behavior is believed to involve initial oxidative steps with subsequent changes in the flavonoid skeleton, which ultimately alters

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