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441090

Sigma-Aldrich

2,2′-Azobis(2-methylpropionitrile)

2,2′-Azobis(2-methylpropionitrile)

98%

Synonym(s):

α,α′-Azoisobutyronitrile, AIBN, Azobisisobutyronitrile, Free radical initiator

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About This Item

Linear Formula:
(CH3)2C(CN)N=NC(CH3)2CN
CAS Number:
78-67-1
Molecular Weight:
164.21
Beilstein:
1708400
EC Number:
201-132-3
MDL number:
MFCD00013808
UNSPSC Code:
12162002
PubChem Substance ID:
24867330
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

200

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.[1]
  • Molecularly imprinted polymer(MIP) using 1-vinyl imidazole. MIP can be used to quantify acid violet 19 dye in river water samples.[2]

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 + H332,H412

Hazard Classifications

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

Supplementary Hazards

EUH044

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

122.0 °F

Flash Point(C)

50 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4743
STBL4563
STBL4583
STBL4158
STBL3612

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Tetrahedron Letters, 48, 5585-5585 (2007)
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)
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
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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Questions

1–8 of 8 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Wie lange ist der Artikel 441090-25G, 2,2′-Azobis(2-methylpropionitril) nach Herstellung haltbar?

    1 answer

    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one-year warranty from the date of shipment.

      For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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  4. How do you dispose of 2,2′-Azobis(2-methylpropionitrile)?

    1 answer

    1. Please refer to the SDS for disposal recommendations. Note that methods of disposal are listed in section 6.3. Waste material must be disposed of in accordance with the national and local regulations.

      Consult with facility or municipal EHS authorities to assure proper guidelines are followed. See the link below to review the SDS:https://www.sigmaaldrich.com/sds/aldrich/441090

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

    1 answer

    1. No, there is no inhibitor added to this product.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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