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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:
Molecular Weight:
164.21
Beilstein:
1708400
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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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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)
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
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
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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An article regarding common FAQs for initiators and stabilizers.

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Protocols

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

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