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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:
78-67-1
Peso molecular:
164.21
MDL number:
MFCD00013808
UNSPSC Code:
12162002
PubChem Substance ID:
329767372

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
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH044,EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

1.4 °F

flash_point_c

-17 °C

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
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)
Idil Ipek Yilmaz et al.
Macromolecular rapid communications, 33(9), 856-862 (2012-04-21)
Polymers containing maleimide groups on their side chains have been synthesized by utilization of a novel styrenic monomer containing a masked-maleimide unit. AIBN initiated free radical polymerization and reverse addition-fragmentation chain transfer (RAFT) polymerization was utilized for synthesis of copolymers
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