Which compound is the dominant product of the reaction below? CH;CH2OH H,SO4 OH OH он HO Compound A Compound B Compound C Compound D Compound A Compound D Compound B Compound C

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**: Which compound is the dominant product of the reaction below?

**Reaction Equation**:
- Starting compound: A ketone with a six-membered aromatic ring (phenyl group) and a three-membered saturated carbon chain with an oxygen double-bond.
- Reagents: \( \text{CH}_3\text{CH}_2\text{OH} \) (ethanol) and \( \text{H}_2\text{SO}_4 \) (sulfuric acid).

**Products**: 

1. **Compound A**: A secondary alcohol where the hydroxyl group (\(-OH\)) is attached to the carbon adjacent to the phenyl group. An ethoxy group (\(-OCH_2CH_3\)) is connected to the other carbon.

2. **Compound B**: Features a hydroxyl group on the middle carbon of the chain and an ethoxy group on the end carbon, with the phenyl group on the opposite side.

3. **Compound C**: An isomer where the ethoxy group is attached to the second carbon and the hydroxyl group is on the terminal carbon.

4. **Compound D**: Contains a hydroxyl group on the third carbon with an ethoxy group on the middle carbon.

**Multiple Choice Options**:
- Compound A
- Compound D
- Compound B
- Compound C

_Select the compound that is the dominant product of this reaction._
Transcribed Image Text:**Question**: Which compound is the dominant product of the reaction below? **Reaction Equation**: - Starting compound: A ketone with a six-membered aromatic ring (phenyl group) and a three-membered saturated carbon chain with an oxygen double-bond. - Reagents: \( \text{CH}_3\text{CH}_2\text{OH} \) (ethanol) and \( \text{H}_2\text{SO}_4 \) (sulfuric acid). **Products**: 1. **Compound A**: A secondary alcohol where the hydroxyl group (\(-OH\)) is attached to the carbon adjacent to the phenyl group. An ethoxy group (\(-OCH_2CH_3\)) is connected to the other carbon. 2. **Compound B**: Features a hydroxyl group on the middle carbon of the chain and an ethoxy group on the end carbon, with the phenyl group on the opposite side. 3. **Compound C**: An isomer where the ethoxy group is attached to the second carbon and the hydroxyl group is on the terminal carbon. 4. **Compound D**: Contains a hydroxyl group on the third carbon with an ethoxy group on the middle carbon. **Multiple Choice Options**: - Compound A - Compound D - Compound B - Compound C _Select the compound that is the dominant product of this reaction._
Expert Solution
Step 1

In that reaction ethanol(CH3CH2OH) will act as a nucleophile at first and attack the less hindered site in the epoxide . And after the attack ( - O) will form . Then in presence of Acid ( here sulfuric acid) ,the oxide ion will be protonated. The corresponding compound A will be major product.

 

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