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Sigma-Aldrich

1,1′-Azobis(cyclohexanecarbonitrile)

98%

Synonym(s):

1,1′-Azobis(cyanocyclohexane), ACHN

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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

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.

Application

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

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

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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The Journal of Organic Chemistry, 52, 2958-2958 (1987)
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)
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
1, 11 AZOBIS (CYCLOHEXANECARBONITRILE) INITIATED COPOLYMERIZATION OF ACRYLONITRILE COPOLYMERS AND THEIR CHARACTERIZATION
Sridevi S, et al.
Chem, 2(5), 61-61 (2009)
Mi Hee Lim
Nature protocols, 2(2), 408-415 (2007-04-05)
A procedure for the preparation of a copper(II) complex (CuFL) as a fluorescent nitric oxide (NO) detector is described. The fluorescein-based ligand FL can be synthesized in seven reaction steps (overall yield approximately 20%), typically requiring a total time of
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