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Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

purum, ≥98.0% (GC)

Synonym(s):

α,α′-Azoisobutyronitrile, AIBN, Azobisisobutyronitrile, Free radical initiator

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About This Item

Linear Formula:
(CH3)2C(CN)N=NC(CH3)2CN
CAS Number:
Molecular Weight:
164.21
Beilstein/REAXYS Number:
1708400
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

purum

Quality Level

assay

≥98.0% (GC)

form

solid

impurities

≤2% water

ign. residue

≤0.1%

mp

102-104 °C (dec.) (lit.)

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

Radical initiator

Application

  • Polymer Chemistry: Analysis of polymer synthesis using AIBN under various conditions, with emphasis on thermal initiation properties (Suriyanarayanan & Nicholls, 2019).
  • Influence of cyclodextrin on the UCST-and LCST-behavior of poly (2-methacrylamido-caprolactam)-co-(N, N-dimethylacrylamide): Explores the role of AIBN in copolymerization processes influencing polymer properties relevant to material science applications (Burkhart & Ritter, 2014).
  • Preparation and characterization of polyaniline microcapsule loaded with 2, 2′‐azobis (2‐methylpropionitrile) initiator and its controlled release: Demonstrates innovative applications of AIBN in microencapsulation techniques, targeting enhanced performance in adhesive industries (Zhang et al., 2022).

Storage and Stability

Warning: these products are subject to the Explosives Act and must be transported refrigerated - additional costs for transport will apply.

Other Notes

Sales restrictions may apply

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Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Self-react. C

supp_hazards

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 2

flash_point_f

122.0 °F

flash_point_c

50 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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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
K Shivaji Sharma et al.
Langmuir : the ACS journal of surfaces and colloids, 24(23), 13581-13590 (2008-11-05)
A novel class of nonionic amphipols (NAPols) designed to handle membrane proteins in aqueous solutions has been synthesized, and its solution properties have been examined. These were synthesized through free radical cotelomerization of glucose-based hydrophilic and amphiphilic monomers derived from
Mathieu Le Noir et al.
Journal of separation science, 32(9), 1471-1479 (2009-04-29)
Highly efficient removal of endocrine-disrupting compounds (EDCs) such as 17beta-estradiol (E2), 4-nonylphenol (NP) and atrazine from water was achieved using a novel macroporous adsorption medium. The medium consisted of a macroporous poly(vinyl alcohol) (PVA) cryogel with molecularly imprinted polymer (MIP)
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
Lianghui Liu et al.
Organic letters, 14(22), 5692-5695 (2012-10-31)
In the presence of a catalytic amount of radical initiator AIBN, primary amines are oxidatively coupled to imines and tertiary amines are cyanated to α-aminonitriles. These "metal-free" aerobic oxidative coupling reactions may find applications in a wide range of "green"

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