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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:
Molecular Weight:
244.34
Beilstein/REAXYS Number:
960744
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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1, 11 AZOBIS (CYCLOHEXANECARBONITRILE) INITIATED COPOLYMERIZATION OF ACRYLONITRILE COPOLYMERS AND THEIR CHARACTERIZATION
Sridevi S, et al.
Chem, 2(5), 61-61 (2009)
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
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)
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

Articles

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

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

Protocols

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.

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

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

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

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