Skip to Content
Merck
All Photos(3)

Key Documents

Safety Information

768375

Sigma-Aldrich

Azobisisobutyronitrile

12 wt. % in acetone

Synonym(s):

2,2′-Azobis(2-methylpropionitrile) solution, radical initiator, α,α,′-Azoisobutyronitrile solution, AIBN solution

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H12N4
CAS Number:
Molecular Weight:
164.21
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:

Pricing and availability is not currently available.

form

liquid

Quality Level

concentration

12 wt. % in acetone

refractive index

n20/D 1.368

density

0.808 g/mL at 25 °C

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

Looking for similar products? Visit Product Comparison Guide

General description

Azobisisobutyronitrile (AIBN) is an azo-compound and is widely used as a free radical initiator. This compound has labile carbon-nitrogen covalent bond which undergoes homolytic scission under thermal, chemical or photochemical conditions producing free radicals. They are useful in many reactions like halogenation, polymerisation of vinyl monomers, grafting reactions, curing of rubbers and unsaturated polymers and cross-linking of polyolefins.[1]

Application

  • Used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers.[2]
  • Used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA).[3]

Features and Benefits

Decomposes unimolecularly at good rates without much variation from one solvent to another.[4]

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

FSL

Group 5: Self-reactive substances
Azo compounds
Hazardous rank I
1st self-reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

768375-500ML:4548173334349
768375-VAR:
768375-BULK:
768375-100ML:4548173334332


  • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Customers Also Viewed

    Synthesis of highly cross-linked polymers in supercritical carbon dioxide by heterogeneous polymerization.
    Cooper, A. I., Hems, W. P., & Holmes, A. B.
    Macromolecules, 32(7), 2156-2166 (1999)
    Biomaterials based on 2-hydroxyethyl methacrylate: the influence of the initiator type
    Nita, L. E., Chiriac, A. P., Nistor, M. T., & Stoica, I.
    Rev. Roum. Chim., 56(5), 537-543 (2011)
    Selected radical azoinitiators in the synthesis of solvent-borne acrylic pressure-sensitive adhesives
    Pabin-Szafko, B., Wisniewska, E., & Czech, Z.
    Chemistry and Chemical Technology, 3(2), 101-106 (2009)
    Initiator efficiency in radical polymerization
    Walling, C.
    Journal of Polymer Science, 14(74), 214-217 (1954)
    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"

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service