768375

Sigma-Aldrich

Azobisisobutyronitrile

12 wt. % in acetone

Synonym(s):
2,2′-Azobis(2-methylpropionitrile) solution, radical initiator, AIBN solution, α,α,′-Azoisobutyronitrile solution
Empirical Formula (Hill Notation):
C8H12N4
CAS Number:
Molecular Weight:
164.21
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

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

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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).

Packaging

100, 500 mL in glass bottle

Features and Benefits

Decomposes unimolecularly at good rates without much variation from one solvent to another.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Target Organs

Central nervous system

Supp Hazards

EUH044 - EUH066

RIDADR

UN1090 - class 3 - PG 2 - Acetone, solution

WGK Germany

WGK 2

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Certificate of Analysis
Certificate of Origin
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)
Initiator efficiency in radical polymerization
Walling, C.
Journal of Polymer Science, 14(74), 214-217 (1954)
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)
E K Efthimiadou et al.
International journal of pharmaceutics, 428(1-2), 134-142 (2012-03-10)
In the current study, poly lactic acid (PLA) modified hollow crosslinked poly(hydroxyethyl methacrylate) (PHEMA) microspheres have been prepared, in order to obtain a stimulus-responsive, biocompatible carrier with sustained drug release properties. The synthetical process consisted of the preparation of poly(methacrylic...

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