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Which of the following conformers for et...

Which of the following conformers for ethylene glycol is most stable?

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine which conformer of ethylene glycol is most stable, we will analyze each conformer based on their spatial arrangements and the interactions between the hydroxyl (OH) groups. ### Step-by-Step Solution: 1. **Identify the Conformers**: - The conformers of ethylene glycol can be categorized as fully eclipsed, eclipsed, gauche, and anti. 2. **Analyze the Fully Eclipsed Conformer**: - In the fully eclipsed conformer, the two OH groups are directly behind each other, resulting in a dihedral angle of 0 degrees. - **Stability**: This arrangement is highly unstable due to significant steric repulsion between the identical OH groups. 3. **Analyze the Eclipsed Conformer**: - In the eclipsed conformer, the OH groups are also aligned, but there is a hydrogen atom behind one of the OH groups, leading to a dihedral angle of 0 degrees between the OH and H. - **Stability**: This conformer is also unstable due to the eclipsing interactions, although slightly less so than the fully eclipsed conformer. 4. **Analyze the Gauche Conformer**: - In the gauche conformer, the dihedral angle between the two OH groups is 60 degrees. - **Stability**: This arrangement allows for potential hydrogen bonding between the two OH groups, which introduces stabilizing intermolecular forces. This makes the gauche conformer more stable than the previously mentioned conformers. 5. **Analyze the Anti Conformer**: - In the anti conformer, the two OH groups are positioned opposite each other, minimizing steric repulsion. - **Stability**: While this conformer is relatively stable due to reduced repulsion, it lacks the stabilizing hydrogen bonding present in the gauche conformer. 6. **Conclusion**: - After analyzing all conformers, the **gauche conformer** (option C) is the most stable due to the presence of hydrogen bonding between the OH groups, which provides additional stabilization compared to the other conformers. ### Final Answer: The most stable conformer of ethylene glycol is the **gauche conformer**.
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