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Question

HO−CH2(3)−CH2(2)−O||C(1)−H
Which conformer of above compound is most stable?
(Consider conformers across C2−C3)

A
Anti-staggered
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B
Gauche
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C
Fully eclipsed
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D
Partially eclipsed
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Solution

The correct option is B Gauche
Generally, anti-staggered conformers are most stable than the eclipsed and gauche conformer due to less torsional strain and steric strain but here gauche conformer is stable than the anti-staggered conformer due to the formation of hydrogen bonding between carbonyl and hydroxyl group.
Gauche is most stable due to intramolecular H - bonding.

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