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Sigma-Aldrich

Azobisisobutyronitrile

12 wt. % in acetone

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Synonym(s):
2,2′-Azobis(2-methylpropionitrile) solution, radical initiator, α,α,′-Azoisobutyronitrile solution, AIBN solution
Empirical Formula (Hill Notation):
C8H12N4
CAS Number:
Molecular Weight:
164.21
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:

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

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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

WGK

WGK 2

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Initiator efficiency in radical polymerization
Walling, C.
Journal of Polymer Science, 14(74), 214-217 (1954)
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)
Wenwen Li et al.
Macromolecular rapid communications, 32(1), 74-81 (2011-03-25)
Amphiphilic star shaped polymers with poly(ethylene oxide) (PEO) arms and cross-linked hydrophobic core were synthesized in water via either conventional free radical polymerization (FRP) or atom transfer radical polymerization (ATRP) techniques using a simple "arm-first" method. In FRP, PEO based
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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