Alcohols, Phenols & Ethers
🍺 Alcohols (R-OH)
Preparation:
- Hydration of alkenes (acid-catalysed addition of water)
- Reduction of aldehydes/ketones (using NaBH₄ or LiAlH₄)
- Reaction of a Grignard reagent with a carbonyl compound
Reactions: oxidation (to aldehydes/ketones/acids), esterification with carboxylic acids, and dehydration to alkenes.
⚖️ Phenols (Ar-OH)
Phenols are more acidic than ordinary alcohols because the negative charge on the phenoxide ion (formed after losing H⁺) is stabilized by resonance delocalization into the aromatic ring.
Phenols are commonly prepared industrially via the cumene process, or in the lab by hydrolysis of a diazonium salt.
The -OH group strongly activates the benzene ring, making phenols undergo electrophilic aromatic substitution much more readily than benzene itself.
🔗 Ethers & Williamson Synthesis
The Williamson Ether Synthesis is the standard method for preparing ethers:
R-O⁻ Na⁺ + R'-X → R-O-R' + NaX
An alkoxide ion (from an alcohol + Na or NaH) acts as a nucleophile and attacks an alkyl halide in an SN2 mechanism. It works best with a primary alkyl halide, since a bulkier secondary or tertiary halide favours elimination instead.
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