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Merck

755745

Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

recrystallized from methanol, 99%

Sinónimos:

α,α′-Azoisobutyronitrile, AIBN, Azobisisobutyronitrile, Free radical initiator

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About This Item

Fórmula lineal:
(CH3)2C(CN)N=NC(CH3)2CN
Número de CAS:
Peso molecular:
164.21
Beilstein/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 2

flash_point_f

122.0 °F

flash_point_c

50 °C


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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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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)
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