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Question

Choose the increasing order of stability among the three main conformations (i.e. Eclipse, Anti, Gauche) of 2- Fluoro ethanol.

A
Eclipse < Gauche < Anti
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B
Gauche < Eclipse < Anti
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C
Eclipse < Anti < Gauche
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D
Anti < Gauche < Eclipse
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Solution

The correct option is C Eclipse < Anti < Gauche
Staggered conformation is stable than eclipsed conformation because the substituents on adjacent carbons are far apart.
In general anti-staggered is more stable than gauche because the bulky groups are far apart as possible but here in gauche conformer OH group forms a hydrogen bonding with F atom which make it more stable than anti-staggered conformer.
In fully eclipsed conformation F and OH groups are so lose that the steric strain is maximum. Hence, this conformation unstable than partial eclipsed conformer.
The order of stability of these conformations is gauche > anti > partially eclipsed > fully eclipsed.

Thus, correct answer is (c)

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