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755745

Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

recrystallized from methanol, 99%

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

99%

form

crystals

mp

102-104 °C (dec.) (lit.)
103-107 °C

storage temp.

−20°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

This AIBN was recrystallized and is ready for use as a polymerization initiator.

Application

  • Porous Acid-Base Hybrid Polymers for Enhanced NH3 Uptake: This study discusses the use of 2,2′-Azobis(2-methylpropionitrile) in the synthesis of acid-base hybrid polymers, highlighting its role in enhancing ammonia uptake through cooperative hydrogen bonds (X Luo, Y Liu, et al., 2023).
  • Extraction of Fluoroquinolones from Milk: The development of molecularly imprinted polymers using 2,2′-Azobis(2-methylpropionitrile) as an initiator for the extraction of antibiotics from milk showcases its application in food safety and pharmaceutical analysis (E Megias-Pérez, et al., 2023).
  • Thermo-responsive Copolymer Visible Light Catalyst: Highlighting the use of 2,2′-Azobis(2-methylpropionitrile) in the synthesis of thermo-responsive copolymers, this study explores its applications in catalysis and material science, particularly in photoreactive polymers (S Wu, et al., 2024).

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stana Kovačević et al.
Polymers, 11(5) (2019-05-30)
The objective of this research was to verify the feasibility of the use of newly synthesized biopolymer materials for sizing cotton yarns based on the basic principles of chemical modification. Research included acid hydrolysis of potato starch up to controlled
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"
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

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