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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:
78-67-1
Molecular Weight:
164.21
Beilstein/REAXYS Number:
1708400
EC Number:
201-132-3
MDL number:
MFCD00013808
UNSPSC Code:
12162002
PubChem Substance ID:
329766136
NACRES:
NA.23

Quality Level

100

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
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_germany

WGK 2

flash_point_f

122.0 °F

flash_point_c

50 °C

Certificates of Analysis (COA)

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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
Mathieu Le Noir et al.
Journal of separation science, 32(9), 1471-1479 (2009-04-29)
Highly efficient removal of endocrine-disrupting compounds (EDCs) such as 17beta-estradiol (E2), 4-nonylphenol (NP) and atrazine from water was achieved using a novel macroporous adsorption medium. The medium consisted of a macroporous poly(vinyl alcohol) (PVA) cryogel with molecularly imprinted polymer (MIP)
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