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HO-underset((2))(CH2)-underset((3))(CH2)...

`HO-underset((2))(CH_2)-underset((3))(CH_2)-F`
Which conformer of above compound is most stable across `C_2-C_3`?

A

staggered

B

eclipsed (partially)

C

gauche

D

fully eclipsed

Text Solution

AI Generated Solution

The correct Answer is:
To determine which conformer of the compound `HO-CH2-CH2-F` is the most stable across the C2-C3 bond, we will analyze the possible conformations and the potential for intramolecular hydrogen bonding. ### Step 1: Identify the Conformers The compound has two main conformers around the C2-C3 bond: staggered and eclipsed. In the staggered conformation, the groups attached to the carbons are positioned 180 degrees apart, while in the eclipsed conformation, they are aligned. ### Step 2: Draw the Conformers 1. **Staggered Conformation**: - In the staggered conformation, we can have two types: anti (180° apart) and gauche (60° apart). - For the anti conformation, the OH group on C2 and the F group on C3 are opposite each other, which does not allow for intramolecular hydrogen bonding. - For the gauche conformation, the OH group and the F group are closer together, which allows for potential hydrogen bonding. 2. **Eclipsed Conformation**: - In the eclipsed conformation, the groups are aligned. This conformation is generally less stable due to steric hindrance and torsional strain. ### Step 3: Analyze Intramolecular Hydrogen Bonding - In the gauche staggered conformation, the OH group on C2 can form a hydrogen bond with the fluorine on C3. This interaction stabilizes the molecule. - In the anti staggered and eclipsed conformations, there is no possibility for intramolecular hydrogen bonding because the OH and F groups are either too far apart or aligned in a way that does not allow for bonding. ### Step 4: Determine Stability - The presence of intramolecular hydrogen bonding in the gauche conformation significantly increases stability compared to the anti staggered and eclipsed conformations. - Therefore, the gauche conformer is the most stable due to the favorable interaction between the OH group and the fluorine atom. ### Conclusion The most stable conformer across C2-C3 in the compound `HO-CH2-CH2-F` is the **gauche conformer** due to the possibility of intramolecular hydrogen bonding between the OH group and the fluorine atom. ---
To determine which conformer of the compound `HO-CH2-CH2-F` is the most stable across the C2-C3 bond, we will analyze the possible conformations and the potential for intramolecular hydrogen bonding. ### Step 1: Identify the Conformers The compound has two main conformers around the C2-C3 bond: staggered and eclipsed. In the staggered conformation, the groups attached to the carbons are positioned 180 degrees apart, while in the eclipsed conformation, they are aligned. ### Step 2: Draw the Conformers 1. **Staggered Conformation**: - In the staggered conformation, we can have two types: anti (180° apart) and gauche (60° apart). ...
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