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11596

Sigma-Aldrich

2,2′-Azobis(2-methylbutyronitrile)

≥98.0%

Synonym(s):

2,2′-(1,2-Diazenediyl)bis[2-methylbutanenitrile], 2,2′-(Diazene-1,2-diyl)bis(2-methylbutanenitrile), 2,2′-Azobis(2-cyanobutane), 2,2′-Dimethyl-2,2′-azodibutyronitrile, 2-[2-(1-Cyano-1-methylpropyl)diazen-1-yl]-2-methylbutanenitrile, Azobisisoamylonitrile, Azocatalyst M

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About This Item

Empirical Formula (Hill Notation):
C10H16N4
CAS Number:
13472-08-7
Molecular Weight:
192.26
Beilstein:
1710306
EC Number:
236-740-8
MDL number:
MFCD00080408
UNSPSC Code:
12352102
PubChem Substance ID:
57646935
NACRES:
NA.22

Assay

≥98.0%

form

solid

mp

49-52 °C

functional group

azo
nitrile

storage temp.

2-8°C

SMILES string

CCC(C)(\N=N\C(C)(CC)C#N)C#N

InChI

1S/C10H16N4/c1-5-9(3,7-11)13-14-10(4,6-2)8-12/h5-6H2,1-4H3/b14-13+

InChI key

AVTLBBWTUPQRAY-BUHFOSPRSA-N

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General description

2,2′-Azobis(2-methylbutyronitrile), also known as AIBN, is a free radical initiator that is widely used in organic synthesis for a variety of reactions. It is often used as an initiator in the synthesis of various polymers, such as polystyrene, polyacrylamide, and poly(methyl methacrylate).

Application

2,2′-Azobis(2-methylbutyronitrile) can be used as a radical initiator in the synthesis of bibenzo[b][1,4]thiazine derivatives by a free-radical condensation reaction 2,2′-dithiodianiline and methyl aryl ketones. It is also used in the synthesis of polyacrylonitrile nanoparticles via semi-continuous emulsion polymerization.

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
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H242,H302

Hazard Classifications

Acute Tox. 4 Oral - Self-react. D

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1134
STBK0734
STBJ3517
STBH5994
STBF9783V

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