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Aldehydes and Ketones I: Introduction to Carbonyl Chemistry
Key Points

  • Carbonyl group: C=O, a functional group with a carbon atom double-bonded to an oxygen atom
  • Aldehydes: RCHO, carbonyl group at the end of a carbon chain
  • Ketones: RCOR', carbonyl group bonded to two carbon atoms
  • Polarity of carbonyl group: C=O has a partial positive carbon and a partial negative oxygen

Main Concepts

  1. Structure and Bonding: Understand the hybridization, electronic structure, and polarity of the carbonyl group
  2. Physical Properties: Discuss the boiling points, solubility, and polarity of aldehydes and ketones
  3. Nomenclature: Learn the IUPAC rules for naming aldehydes and ketones
  4. Spectroscopy: Explore the characteristic IR, UV, and NMR spectral features of carbonyl compounds
  5. Reactivity: Introduce the fundamental reactions of aldehydes and ketones, including nucleophilic addition, oxidation, and reduction

Experiment: Carbonyl Condensation Reactions
Objective:
To demonstrate the reactivity of aldehydes and ketones in condensation reactions.
Materials:

  • Benzaldehyde
  • Acetone
  • Sodium hydroxide solution (10%)
  • Tollens' reagent
  • Fehling's reagent
  • Test tubes

Procedure:
Step 1: Benzaldehyde-Acetone Condensation

  1. In a test tube, add 5 mL of benzaldehyde and 5 mL of acetone.
  2. Add a few drops of sodium hydroxide solution.
  3. Shake the test tube gently and observe the formation of a white precipitate.

Step 2: Tollen's Test

  1. In a separate test tube, add 5 mL of the reaction mixture from Step 1.
  2. Add 1 mL of Tollens' reagent.
  3. Heat the test tube in a water bath for a few minutes.
  4. Observe the formation of a silver mirror on the walls of the test tube.

Step 3: Fehling's Test

  1. In another test tube, add 5 mL of the reaction mixture from Step 1.
  2. Add 1 mL of Fehling's reagent A and 1 mL of Fehling's reagent B.
  3. Heat the test tube in a water bath for a few minutes.
  4. Observe the formation of a brick-red precipitate.

Significance:
This experiment demonstrates the following key procedures and concepts:

  • Condensation reaction: Aldehydes and ketones react with each other in the presence of a base to form a new carbon-carbon bond.
  • Carbonyl reactivity: Aldehydes and ketones are reactive toward nucleophiles and reducing agents.
  • Tollens' test: Aldehydes react with Tollens' reagent to form a silver mirror, indicating the presence of an aldehyde group.
  • Fehling's test: Aldehydes and ketones react with Fehling's reagent to form a brick-red precipitate, indicating the presence of a reducing sugar.

This experiment provides a practical understanding of the chemistry of aldehydes and ketones and their reactivity in condensation reactions.

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