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Merck

441090

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24867330
EC Number:
201-132-3
Beilstein/REAXYS Number:
1708400
MDL number:
MFCD00013808

Key Documents

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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.

Preparation Note

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

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH044

Storage Class

4.1A - Other explosive hazardous materials

wgk

WGK 2

flash_point_f

122.0 °F

flash_point_c

50 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7210
MKDB3670
SDBB7648
MKDB1297
MKCZ8560

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Tetrahedron Letters, 48, 5585-5585 (2007)
Miguel Luna Quinto et al.
Journal of hazardous materials, 384, 121374-121374 (2019-11-02)
A molecularly imprinted polymer (MIP) was developed for the determination of acid violet 19 (AV19) dye. The MIP was synthesized by polymerization using 1-vinyl imidazole (functional monomer) and 2,2'-azobis(2-methylpropionitrile) as the radical initiator. The functional monomer was previously selected by
Influence of the size of polystyrene synthesized through soap-free emulsion polymerization on antimicrobial activity
Tetsuya Yamamoto, et al.
Materials Today Communications, 20, 100572-100572 (2019)
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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