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1,1′-Azobis(cyclohexanecarbonitrile)

1,1′-Azobis(cyclohexanecarbonitrile)

98%

Synonym(s):

1,1′-Azobis(cyanocyclohexane), ACHN

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$76.30
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$195.00

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25 G
$76.30
100 G
$195.00

About This Item

Linear Formula:
NCC6H10N=NC6H10CN
CAS Number:
2094-98-6
Molecular Weight:
244.34
Beilstein:
960744
EC Number:
218-254-8
MDL number:
MFCD00046334
UNSPSC Code:
12162002
PubChem Substance ID:
24863728
NACRES:
NA.23

$76.30

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Quality Level

200

Assay

98%

form

solid

mp

114-118 °C (lit.)

storage temp.

2-8°C

SMILES string

N#CC1(CCCCC1)\N=N\C2(CCCCC2)C#N

InChI

1S/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2/b18-17+

InChI key

KYIKRXIYLAGAKQ-ISLYRVAYSA-N

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General description

1,1′-Azobis(cyclohexanecarbonitrile) (AHCN) is a thermally stable initiator that can be used in free-radical polymerization. It is soluble in a variety of solvents such as methanol, dimethylformamide (DMF), etc.[1][2]

Application

A more efficient radical initiator than AIBN has been employed to initiate primary radical reactions.[3]

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H242,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Self-react. D - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW8577
MKCS6689
MKCQ0071
MKCH5807
MKCJ6952

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The Journal of Organic Chemistry, 52, 2958-2958 (1987)
Youfeng Yue et al.
Nature communications, 9(1), 3234-3234 (2018-08-15)
Energy conversion of light into mechanical work is of fundamental interest in applications. In particular, diligent molecular design on nanoscale, in order to achieve efficient photomechanical effects on macroscopic scale, has become one of the most interesting study topics. Here
Iron-Based ICAR ATRP of Styrene with ppm Amounts of FeIIIBr3 and 1, 1′-Azobis (cyclohexanecarbonitrile)
Mukumoto K, et al.
ACS Macro Letters, 1(5), 599-602 (2012)
1, 11 AZOBIS (CYCLOHEXANECARBONITRILE) INITIATED COPOLYMERIZATION OF ACRYLONITRILE COPOLYMERS AND THEIR CHARACTERIZATION
Sridevi S, et al.
Chem, 2(5), 61-61 (2009)
Supitchaya Iamsaard et al.
Macromolecular rapid communications, 39(12), e1800071-e1800071 (2018-05-12)
Previous couplings of corrosion inhibitors to redox-responsive polymers via covalent bonding suffer from several drawbacks. It is presented here novel redox-responsive polymer-corrosion inhibitor conjugates that contain self-immolative linkers in their side chains. Very fast redox-induced release of tryptamine, a drug
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Articles

RAFT Polymerization

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

Micro Review of RAFT Polymerization

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protocols

Typical Procedures for Polymerizing via RAFT

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Concepts and Tools for RAFT Polymerization

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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Questions

1–3 of 3 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

      Helpful?

  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

      Helpful?

  3. Is ACHN sufficiently soluble in CCl4? Specifically, can it replace AIBN in the bromination reaction of 4'-(p-Tolyl)-2,2':6',2''-terpyridine with N-Bromosuccinimide? According to Inorg Chem 2003 42, 2908-2918.

    1 answer

    1. The solubility of this product in CCL4 as well as the capability of replacing AIBN in the bromination reaction, has not been determined. It may be helpful to review the following literature:
      check the chemical literature on this compound through (for example) PubChem: https://pubchem.ncbi.nlm.nih.gov/compound/1_1_-Azobis_cyclohexanecarbonitrile

      Helpful?

Reviews

Active Filters

  1. Hyderabad, India
    • Review 1
    • Vote 1
    4 out of 5 stars.

    A better radical initiator than AIBN

    ACHN is a good radical initiator with less decomposition temperature compared to AIBN, can you use at temperatures less than required for AIBN.

    Helpful?

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