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441090

Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

98%

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Synonym(s):
α,α′-Azoisobutyronitrile, AIBN, Azobisisobutyronitrile, Free radical initiator
Linear Formula:
(CH3)2C(CN)N=NC(CH3)2CN
CAS Number:
Molecular Weight:
164.21
Beilstein:
1708400
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98%

form

powder

mp

102-104 °C (dec.) (lit.)

storage temp.

2-8°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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Application

2,2′-Azobis(2-methylpropionitrile) can be used as an initiator in the preparation of:
  • Polystyrene by soap-free emulsion polymerization.
  • Molecularly imprinted polymer(MIP) using 1-vinyl imidazole. MIP can be used to quantify acid violet 19 dye in river water samples.

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

WGK

WGK 2

Flash Point(F)

122.0 °F

Flash Point(C)

50 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. At what temperature does Product 441090, 2,2´-Azobis(2-methylpropionitrile)98% AIBN, give off free radicals?

    Free radicals will given off at temperatures above 40oC.  Thermal decomposition of the product gives off free radicals which makes this an efficient polymerization initiator.

  4. What is Product 441090, 2,2´-Azobis(2-methylpropionitrile) 98% AIBN soluble in?

    Per the the chemicals encyclopedia published by the Royal Society of Chemistry, 13th Edition, it is soluble in methanol 1.8g / 100ml at 0oC, 4.96g / 100ml at 20oC, and 16.06g / 100ml at 40oC.  It is also soluble in ethanol 0.5g / 100ml at 0oC, 2.04g / 100ml at 20oC, and 7.15g / 100ml at 40oC. Please Note:  Dissolving this product in acetone results in a violent reaction and may cause an explosion.

  5. Does Product 441090, 2,2´-Azobis(2-methylpropionitrile) 98% AIBN, contain an inhibitor?

    No, there is no inhibitor added to this product.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Tetrahedron Letters, 48, 5585-5585 (2007)
Miguel Luna Quinto et al.
Journal of hazardous materials, 384, 121374-121374 (2019-11-02)
A molecularly imprinted polymer (MIP) was developed for the determination of acid violet 19 (AV19) dye. The MIP was synthesized by polymerization using 1-vinyl imidazole (functional monomer) and 2,2'-azobis(2-methylpropionitrile) as the radical initiator. The functional monomer was previously selected by
Influence of the size of polystyrene synthesized through soap-free emulsion polymerization on antimicrobial activity
Tetsuya Yamamoto, et al.
Materials Today Communications, 20, 100572-100572 (2019)
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
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"

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