Alternative Synthesis of 1,8-Difluoroanthracene via the Balz-Schiemann ReactionReportar como inadecuado

Alternative Synthesis of 1,8-Difluoroanthracene via the Balz-Schiemann Reaction - Descarga este documento en PDF. Documentación en PDF para descargar gratis. Disponible también para leer online.

Advances in Chemistry - Volume 2016 2016, Article ID 9061621, 5 pages -

Research ArticleCollege of Science and Health Professions, King Saud bin Abdulaziz University for Health Sciences, King Abdullah International Medical Research Center, Ministry of National Guard-Health Affairs, Riyadh 11426, Saudi Arabia

Received 26 February 2016; Accepted 10 April 2016

Academic Editor: Jinheng Li

Copyright © 2016 Rabih O. Al-Kaysi. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


An alternative and improved method for the synthesis of 1,8-difluoroanthracene 5 is described. The precursor 1,8-difluoro-9,10-anthraquinone 4 was synthesized by precipitating the water-soluble 1,8-diazonium-9,10-anthraquinone fluoroborate 3 using isopropanol, before thermally decomposing it via the Balz-Schiemann reaction to yield 4 in the form of pure sublimed crystals. Compound 5 was later synthesized with 84% yield by reducing 4 in a Zn-NH4OH mixture. Using isopropanol to quantitatively precipitate water-soluble diazonium fluoroborate salts was also used to synthesize other fluoroanthraquinone derivatives with improved yields.

Autor: Rabih O. Al-Kaysi



Documentos relacionados