CHEM-2221 Lecture Notes - Lecture 22: Chemical Shift, Conjugate Acid, Spectroscopy
27 May 2016
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Structure of phenol: phenol is planar with resonance delocalization of the phenol nonbonding electron pair into the ring. 22. 5 substituent effects on the acidity of phenols. Substituent effects: the influence of a substituent on phenol acidity is also dependent on its position relative to the oh, the effect can be additive with increasing substituents increasing the effect on acidity. Baeyer-villiger oxidation: oxidative cleavage of a c-c bond adjacent to a carbonyl group, use peroxy acids like mcpba. Electrophilic aromatic substitution: a hydroxyl group is a very powerful activating substituent. It is a strong ortho/para director: halogenation - phenols are so highly activated that they often react with. Br2 and cl2 without a catalyst like anilines: nitration. Friedel-crafts alkylation less basic than anilines so you don"t get the. Acylation: acyl chlorides and acid anhydrides react with phenols at the aromatic ring or the hydroxyl oxygen depending on whether alcl3 is present.
