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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:
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

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

122.0 °F

Flash Point(C)

50 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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"
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
Bor-Shiunn Lee et al.
Journal of endodontics, 37(2), 246-249 (2011-01-18)
We have developed new urethane acrylate-based root canal sealers using polycarbonate (PC) as polyol and 2,2-azobis(2-methyl)butyronitrile (AMBN) as a thermal initiator. The purpose of this study was to compare the properties among a group of seven sealers: (1) polybutyleneadipate (PBA)
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
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

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