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380210

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/REAXYS Number:
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

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)

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