Citation
Koushik, Saha and Lajis, Md Nordin and Abas, Faridah and Ali Naji, Nabil and Hamzah, A. Sazali and Shaari, Khozirah
(2008)
Halophenol Rearrangement in Lewis Acid-Catalyzed Friedel–Crafts Conditions: Evidence of Competitive Initial Protonation and Acylation.
Australian Journal of Chemistry, 61 (10).
pp. 821-825.
ISSN 0004-9425
Abstract
Halogen rearrangement was observed during the Lewis acid-catalyzed Friedel–Crafts reaction of phthalic anhydride with bromophenols or bromoanisole. Further investigation revealed that 2-, 3-, and 4-bromophenols undergo rearrangement into other isomers under these reaction conditions. Product distribution from these reactions suggested that halogen rearrangement takes place during the s-complex intermediate of the condensation step. Furthermore, iodophenol undergoes hydrodeiodination rapidly rather than rearrangement, whereas chlorophenol does not undergo rearrangement at all.
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Official URL or Download Paper: http://dx.doi.org/10.1071/CH08084
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Additional Metadata
| Item Type: | Article |
|---|---|
| Divisions: | Faculty of Science |
| DOI Number: | https://doi.org/10.1071/CH08084 |
| Publisher: | CSIRO Publishing |
| Depositing User: | Najwani Amir Sariffudin |
| Date Deposited: | 07 May 2010 07:26 |
| Last Modified: | 28 Sep 2015 07:56 |
| Altmetrics: | http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1071/CH08084 |
| URI: | http://psasir.upm.edu.my/id/eprint/6021 |
| Statistic Details: | View Download Statistic |
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