Which of the following compounds is likely to adopt a planar conformation?. Explain.: (b) Draw the expected product when the followind compound is oxidized with chromic acid:

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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### Question 1: Planarity of Compounds

Which of the following compounds is likely to adopt a planar conformation? Explain:

- **Diagram (a):** Benzene ring (hexagonal structure with alternating double bonds)
- **Diagram (b):** Cyclohexane with one double bond (cyclohexene)
- **Diagram (c):** Cyclooctatetraene (eight-membered ring with four alternating double bonds)

#### Explanation:
- **(a) Benzene:** Likely to adopt a planar conformation due to its aromaticity and resonance stability.
- **(b) Cyclohexene:** Not planar due to the presence of sp3 hybridized carbons, leading to a puckered conformation.
- **(c) Cyclooctatetraene:** Not planar as it tends to adopt a tub-shaped conformation to minimize angle strain and avoid destabilization.

### Question 2: Oxidation with Chromic Acid

Draw the expected product when the following compound is oxidized with chromic acid:

- **Diagram:** Compound with a benzene ring and two isopropyl groups at the para positions (1,4 positions on the benzene ring).

#### Expected Product:
- **Oxidation Outcome:** The isopropyl groups are oxidized to carboxylic acid groups, resulting in terephthalic acid (benzene ring with carboxylic acids at the 1,4 positions).

### Diagram Explanation
- **Structural Overview:** Understanding the structural compositions in both diagrams is crucial for predicting chemical behavior like planarity and possible reactions with reagents like chromic acid. Benzene's planar nature contrasts with non-planar cyclic structures like cyclohexene and cyclooctatetraene.
Transcribed Image Text:### Question 1: Planarity of Compounds Which of the following compounds is likely to adopt a planar conformation? Explain: - **Diagram (a):** Benzene ring (hexagonal structure with alternating double bonds) - **Diagram (b):** Cyclohexane with one double bond (cyclohexene) - **Diagram (c):** Cyclooctatetraene (eight-membered ring with four alternating double bonds) #### Explanation: - **(a) Benzene:** Likely to adopt a planar conformation due to its aromaticity and resonance stability. - **(b) Cyclohexene:** Not planar due to the presence of sp3 hybridized carbons, leading to a puckered conformation. - **(c) Cyclooctatetraene:** Not planar as it tends to adopt a tub-shaped conformation to minimize angle strain and avoid destabilization. ### Question 2: Oxidation with Chromic Acid Draw the expected product when the following compound is oxidized with chromic acid: - **Diagram:** Compound with a benzene ring and two isopropyl groups at the para positions (1,4 positions on the benzene ring). #### Expected Product: - **Oxidation Outcome:** The isopropyl groups are oxidized to carboxylic acid groups, resulting in terephthalic acid (benzene ring with carboxylic acids at the 1,4 positions). ### Diagram Explanation - **Structural Overview:** Understanding the structural compositions in both diagrams is crucial for predicting chemical behavior like planarity and possible reactions with reagents like chromic acid. Benzene's planar nature contrasts with non-planar cyclic structures like cyclohexene and cyclooctatetraene.
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