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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)

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
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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