Experiment: Functional Groups and Nomenclature
Objective
To identify and name organic functional groups in unknown compounds based on chemical reactions.
Materials
- Unknown organic compounds
- Benedict's reagent
- Tollen's reagent
- NaOH (sodium hydroxide)
- H2SO4 (sulfuric acid)
- Iodine solution (I2/KI)
- FeCl3 solution (ferric chloride)
- Test tubes
- Water bath
- Pipettes or graduated cylinders for accurate measurements
- Safety goggles
Procedure
- Benedict's test for reducing sugars: Mix 1 mL of Benedict's reagent with 1 mL of the unknown compound in a test tube. Heat the mixture in a boiling water bath for 5 minutes. Observe the color change. A positive result (reducing sugar present) is indicated by a color change from blue to green, yellow, orange, or brick-red, depending on the concentration of the reducing sugar.
- Tollen's test for aldehydes: Clean a test tube thoroughly. Mix 1 mL of Tollen's reagent with 1 mL of the unknown compound in the test tube. Allow the mixture to stand undisturbed for several minutes. Observe the formation of a silver mirror on the inner surface of the tube. A positive test indicates the presence of an aldehyde.
- NaOH test for carboxylic acids: Carefully mix 1 mL of NaOH solution with 1 mL of the unknown compound in a test tube. Note any heat generation or change in pH using pH paper (if available). The formation of a salt (and possible heat) indicates the presence of a carboxylic acid.
- H2SO4 test (Ester Hydrolysis): (Caution: H2SO4 is corrosive. Handle with care.) Carefully add 1 mL of the unknown compound to 1 mL of dilute H2SO4 in a test tube. Gently heat the mixture (water bath is preferable). Note any characteristic fruity odor produced, indicating the presence of an ester. The odor will depend on the specific ester.
- Iodine test for unsaturated compounds (alkenes/alkynes): Mix 1 mL of iodine solution with 1 mL of the unknown compound in a test tube. Observe the disappearance of the brown iodine color and the possible formation of a colorless or pale yellow solution, indicating the presence of unsaturation (C=C or C≡C bonds).
- FeCl3 test for phenols: Mix 1 mL of FeCl3 solution with 1 mL of the unknown compound in a test tube. Observe the formation of a purple, green, or blue color, indicating the presence of a phenol.
Observations
Record detailed observations for each test, including color changes, precipitate formation, odor, and any other relevant information. A data table is recommended for organizing your results.
Conclusion
Based on the observations from the chemical tests, identify the functional groups present in the unknown compounds and provide their IUPAC names (if possible). Discuss the reasoning behind your identifications and any limitations of the tests used. If multiple functional groups are present, prioritize identification based on the most conclusive tests.