Practical imidazole-based phosphine ligands for selective palladium-catalyzed hydroxylation of aryl halides was written by Schulz, Thomas;Torborg, Christian;Schaeffner, Benjamin;Huang, Jun;Zapf, Alexander;Kadyrov, Renat;Boerner, Armin;Beller, Matthias. And the article was included in Angewandte Chemie, International Edition in 2009.Name: 4-Hydroxy-3-methylbenzonitrile This article mentions the following:
Novel imidazole-based phosphine ligands are synthesized on scales up to 100 g by a convenient lithiation-phosphorylation method. The phosphines are stable towards air and moisture and are successfully applied as ligands in the palladium-catalyzed selective hydroxylation of aryl halides. In the experiment, the researchers used many compounds, for example, 4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5Name: 4-Hydroxy-3-methylbenzonitrile).
4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Name: 4-Hydroxy-3-methylbenzonitrile
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts