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ExamsJEE MainChemistry

For 2-fluoroethanol, which sequence correctly represents the increasing order of stability of its three principal conformations—eclipsed, anti, and gauche?

  1. Eclipsed, anti, gauche
  2. Anti, gauche, eclipsed
  3. Eclipsed, gauche, anti
  4. Gauche, eclipsed, anti

Correct answer: Eclipsed, anti, gauche

Solution

In 2-fluoroethanol the gauche conformer is stabilized by an intramolecular O-H...F hydrogen bond (and the gauche effect), making it the most stable; the eclipsed form is the least stable. Increasing stability: eclipsed < anti < gauche.

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