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Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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
Transcribed Image Text:**Question 6: Choosing the Proper Test to Distinguish Aldehydes and Ketones**
Which one of these tests (2,4-DNP, Tollens, \( ^1H \) NMR, or IR) would you use to distinguish between benzaldehyde and benzophenone? There may be more than one correct answer. Whichever test you choose, state what you would observe for benzaldehyde and for benzophenone.
**Explanation:**
This question asks you to select a method to differentiate between benzaldehyde (an aldehyde) and benzophenone (a ketone) using one of several analytical techniques. Here’s a brief overview of each test:
1. **2,4-Dinitrophenylhydrazine (2,4-DNP) Test**:
- This test detects the presence of carbonyl groups in aldehydes and ketones by forming a yellow/orange precipitate.
2. **Tollens' Test**:
- Used specifically for aldehydes, this test results in a silver mirror or black precipitate when positive. Benzaldehyde would give a positive Tollens' test, while benzophenone would show no reaction.
3. **Proton Nuclear Magnetic Resonance (\( ^1H \) NMR) Spectroscopy**:
- This technique helps to identify the unique hydrogen environments in a compound. Benzaldehyde will show a distinctive peak for the aldehyde hydrogen, absent in benzophenone.
4. **Infrared (IR) Spectroscopy**:
- This method detects various functional groups based on their vibrational frequencies. Aldehydes and ketones show different characteristic absorption bands.
For distinguishing benzaldehyde from benzophenone, the Tollens' test is highly effective due to its reactivity with aldehydes, while NMR and IR also provide distinct spectral fingerprints for each compound.
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