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Overview of Alcohols, Phenols, and Ethers

Apr 18, 2025

Lecture Notes: Chemistry - Alcohols, Phenols, and Ethers

Introduction

  • Focus on organic chemistry, specifically on alcohols, phenols, and ethers.
  • Covers preparation, properties, reactions, and uses.
  • Identification of primary, secondary, and tertiary alcohols.

Alcohols

General Formula

  • Alcohols are organic compounds with the functional group R-OH.
  • Hydroxy derivatives of hydrocarbons.

Structure

  • Bent shape due to lone pair-bond pair repulsion.
  • Bond angles in alcohols are less than tetrahedral bond angles.

Types of Alcohols

  • Monohydric: Single OH group.
  • Dihydric: Glycol (e.g., ethylene glycol).
  • Trihydric: Glycerol (e.g., 1,2,3-propanetriol).

Classification

  • Based on the carbon atom bonded to -OH:
    • Primary (1°)
    • Secondary (2°)
    • Tertiary (3°)

Preparation

  • Reactants and reagents yield alcohols.
  • Common methods involve nucleophilic substitution with halides.

Reactions

  • Dehydration: Alcohols lose water to form alkenes.
  • Oxidation:
    • Primary alcohols to aldehydes, then to carboxylic acids.
    • Secondary alcohols to ketones.
    • Tertiary alcohols generally do not oxidize.
  • Reaction with Carboxylic Acids: Forms esters.

Phenols

Structure

  • Aromatic compounds with hydroxyl groups attached directly to the aromatic ring.
  • Highly acidic in nature.

Reactions

  • Electrophilic Substitution: Predominantly occurs at ortho and para positions.
  • Halogenation, Nitration, Sulfonation: Phenols undergo these reactions due to activated aromatic ring.

Properties

  • Phenols are more acidic than alcohols due to stabilization of phenoxide ion.

Ethers

General Formula and Classification

  • R-O-R’ where R and R’ can be alkyl or aryl groups.
  • Symmetrical and asymmetrical ethers.

Preparation

  • Williamson Ether Synthesis: Reaction of an alkoxide ion with a primary alkyl halide.

Reactions

  • Cleavage by HX: Ethers react with hydrogen halides to form alcohol and alkyl halide.

Additional Concepts

Mechanisms

  • Detailed mechanisms of alcohol dehydration and phenol substitution reactions.

Acidic and Basic Nature

  • Phenols are more acidic than alcohols due to resonance stabilization.
  • Acidic strength influenced by electron withdrawing/donating groups.

Uses and Applications

  • Alcohols, phenols, and ethers are used in various industrial applications as solvents, antiseptics, and intermediates in synthesis.

Conclusion

  • Summary of key concepts and reactions discussed.
  • Encouragement to subscribe and join future sessions.