Option 1 has the highest enol content because it allows the formation of a stable, conjugated keto-enol tautomerization that is favoured by resonance in aromatic systems.
Direct hydration of alkenes: Alcohols can be prepared by the addition of water to an alkene in the presence of a strong acid catalyst.
Reduction of carbonyl compounds: Alcohols can be prepared by the reduction of aldehydes, ketones, or carboxylic acids using reducing agents like NaBH4 or LiAlH4.
Grignard reaction: Alcohols can be prepared by reacting Grignard reagents with carbonyl compounds.
Hydroboration-oxidation: Alcohols can be prepared by the hydroboration of alkenes followed by oxidation with an oxidizing agent like H2O2.
Preparation of Phenols:
Hydrolysis of diazonium salts: Phenols can be prepared by the hydrolysis of diazonium salts, which are formed by the reaction of aniline with nitrous acid.
Oxidation of sulfonic acids: Phenols can be prepared by the oxidation of sulfonic acids using strong oxidizing agents like potassium permanganate or chromic acid.
Preparation of Ethers:
Williamson synthesis: Ethers can be prepared by the reaction of an alkoxide ion with a primary alkyl halide or tosylate in the presence of a strong base like NaOH or KOH.
Dehydration of alcohols: Ethers can be prepared by the dehydration of alcohols in the presence of a strong acid catalyst like H2SO4.
In summary, alcohols, phenols, and ethers can be prepared by a variety of methods, including hydration, reduction, Grignard reaction, hydroboration-oxidation, hydrolysis, oxidation, Williamson synthesis, and dehydration. The choice of the method depends on the availability of starting materials, the desired product, and the conditions of the reaction.
