BITSAT2018ChemistryGeneral Organic ChemistryActual
Which of the following is the correct order of stability of conformations for NH 2 - CH 2 - CH 2 - OH .
Options
- Agauche > eclipsed > anti
- Bgauche > anti > eclipsed
- Ceclipsed > gauche > anti
- Danti > eclipsed > gauche
Correct answer
B. gauche > anti > eclipsed
Step-by-step solution
The anti conformation is most stable in which NH 2 and OH groups are far apart as possible and minimum repulsion between two groups occurs. In fully eclipsed conformation NH 2 and OH groups are so close that the steric strain is maximum. Since, gauche form is stabilised by intermolecular hydrogen bonding, hence it is more stable than anti.