Permanganate Oxidation of Anethole
Dublin Core
Title
Permanganate Oxidation of Anethole
Description
"The oxidation of the carbon-carbon double bond in anethole by potassium permanganate can produce different yields of products depending on the reaction conditions. Conditions such as pH, reaction time, choice of phase transfer catalyst (PTC), PTC concentration, oxidizing agent concentration, and the reaction solvent were tested to determine their independent and combined effects on the percent yield of p-anisic acid.
Adding acetic acid and an organic cosolvent such as methylene chloride reduced the reaction time by two-thirds. Of the various PTCs tested, Aliquat 336 performed the best, but doubling its concentration had little effect on the percent yield of the carboxylic acid. Thin layer chromatography and gas chromatography suggested that the yield of a carboxylic acid was reduced by the formation of unidentified by-products during the conversion of anethole to p-anisaldehyde, an intermediate in the reaction."
Adding acetic acid and an organic cosolvent such as methylene chloride reduced the reaction time by two-thirds. Of the various PTCs tested, Aliquat 336 performed the best, but doubling its concentration had little effect on the percent yield of the carboxylic acid. Thin layer chromatography and gas chromatography suggested that the yield of a carboxylic acid was reduced by the formation of unidentified by-products during the conversion of anethole to p-anisaldehyde, an intermediate in the reaction."
Creator
Biluk, Eleanor D.
Source
Biology
Publisher
Lake Superior State University
Date
1990
Rights
Copyright Eleanor D. Biluk all rights reserved. LSSU use only.
Format
application/pdf
Language
English
Type
text.monograph
Identifier
S20210122004
Hyperlink Item Type Metadata
Files
Citation
Biluk, Eleanor D., “Permanganate Oxidation of Anethole,” LSSU Student Research Projects, accessed May 16, 2024, https://seniorprojects.omeka.net/items/show/724.