Q11 · CSIR NET Chemistry, June 2011
Paper: CSIR NET June 2011 · Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: Conformational Analysis · Marks: 2 · Difficulty: Medium
In the most stable conformation of trans-1-t-butyl-3-methylcyclohexane, the substituents at C–1 and C–3, respectively, are
(a)Axial and equatorial
(b)Equatorial and equatorial
(c)Equatorial and axial
(d)Axial and axial.
Answer
Answer (as printed): C
Explanation
t-butyl group is a very bulky group. Bulky groups prefer equatorial position. Hence, t-butyl group is equatorial at C-1. Since the substituents are trans to each other, methyl group at C-3 prefers axial position.
Explanation as extracted from the printed page; notation may be imperfect.
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