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BITSAT 2018
Exam
BITSAT
Year
2018
Subject
Chemistry
Chapter
General Organic Chemistry

BITSAT 2018 · Chemistry · General Organic Chemistry

Which of the following is the correct order of stability of...

Which of the following is the correct order of stability of conformations for NH2−CH2−CH2−OH{NH}_{2} - {CH}_{2} - {CH}_{2} - OH.
Which of the following is the correct order of stability of conformations for NH _ 2 - CH _ 2 - CH _ 2 - OH .

Options

  1. A
    gauche >> eclipsed >> anti
  2. Bgauche >> anti >> eclipsed
  3. Ceclipsed >> gauche >> anti
  4. Danti >> eclipsed >> gauche

Correct answer

B. gauche >> anti >> eclipsed

Step-by-step solution

The anti conformation is most stable in which NH2{NH}_{2} and OHOH groups are far apart as possible and minimum repulsion between two groups occurs.

In fully eclipsed conformation NH2{NH}_{2} and OHOH groups are so close that the steric strain is maximum.

Which of the following is the correct order of stability of conformations for NH _ 2 - CH _ 2 - CH _ 2 - OH .

Since, gauche form is stabilised by intermolecular hydrogen bonding, hence it is more stable than anti.

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