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N-vinylcarbazole

N-vinylcarbazole
N-vinylcarbazole-2D-skeletal.png
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Names
IUPAC name
9-ethenyl-9H-carbazole
Other names
9-vinyl-9H-carbazole, NVC
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.014.596
EC Number 216-055-0
PubChem CID
RTECS number FE6350000
Properties
C14H11N
Molar mass 193.244 g mol−1
Appearance pale brown crystalline solid
Melting point 66 °C (151 °F; 339 K)
Boiling point 154 to 155 °C (309 to 311 °F; 427 to 428 K) 3 mmHg
insoluble
Solubility in diethyl ether very soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

N-Vinylcarbazole is an organic compound used as a monomer in the production of poly(vinylcarbazole), a conductive polymer, in which . The compound is used in the photoreceptors of photocopiers. Upon exposure to γ-irradiation, N-vinylcarbazole undergoes solid-state polymerisation.

One possible synthesis, patented by Nippon Shokubai, is based on the reaction of carbazole with ethylene carbonate at 300 °C (572 °F)-500 °C (932 °F) under partial vacuum and in the presence of alkaline earth metal and alkaline metal catalyst and silica. This reaction produces N-(2-Hydroxyethyl) carbazole, which in turn generates vinylcarbazole through water eliminiation.


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