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441090

Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

98%

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:
78-67-1
Molecular Weight:
164.21
Beilstein:
1708400
EC Number:
201-132-3
MDL number:
MFCD00013808
UNSPSC Code:
12162002
PubChem Substance ID:
24867330
NACRES:
NA.23

Quality Level

200

Assay

98%

form

powder

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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Application

2,2′-Azobis(2-methylpropionitrile) can be used as an initiator in the preparation of:
  • Polystyrene by soap-free emulsion polymerization.
  • Molecularly imprinted polymer(MIP) using 1-vinyl imidazole. MIP can be used to quantify acid violet 19 dye in river water samples.

Storage and Stability

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

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H242,H302 + H332,H412

Hazard Classifications

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

Supplementary Hazards

EUH044

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL1023
STBL1024
STBK9990
STBK8488
STBK5953

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Tetrahedron Letters, 48, 5585-5585 (2007)
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"
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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