11596

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
• Empirical Formula (Hill Notation): C₁₀H₁₆N₄
• CAS Number: 13472-08-7
• Molecular Weight: 192.26
• UNSPSC Code: 12352102
• NACRES: NA.22
• PubChem Substance ID: 57646935
• EC Number: 236-740-8
• Beilstein/REAXYS Number: 1710306
• MDL number: MFCD00080408
• Assay: ≥98.0%
• Form: solid

Properties

• Quality Segment: 200
• 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

Description

General description

2,2′-Azobis(2-methylbutyronitrile), also known as AMBN, 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.

Preparation Note

Warning: these products are subject to the Explosives Act and must be transported refrigerated - additional costs for transport will apply.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Codes: H242,H302
• Precautionary Statements: P210 - P234 - P235 - P301 + P312 - P370 + P378 - P403
• Hazard Classifications: Acute Tox. 4 Oral - Self-react. D
• Storage Class: 4.1A - Other explosive hazardous materials
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type P3 (EN 143) respirator cartridges