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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

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

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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