ABC26OR0040 · General Organic Chemistry

Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: General Organic Chemistry – General · Exam: CSIR-NET JUNE 2015 · Marks: 2 · Difficulty: Hard

The correct order of magnitude of 'A values' for the given substituents in cyclohexane derivatives is structure structure structure $X = CH_3, CN, Ph$
(a)Ph $>$ CN $>$ Me
(b)$\mathrm{Me}>\mathrm{Ph}>\mathrm{CN}$
(c)CN $>$ Me $>$ Ph
(d)$\mathrm{Ph}>\mathrm{Me}>\mathrm{CN}$
Answer
Answer (as printed): D
Explanation
The magnitude of A values depend on the steric hindrance. -Ph: A = 12.60 -Me: A = 7.50 -CN: A = 0.71 As A value increases, steric hindrance increases and the substituents prefer equatorial position.

Explanation as extracted from the printed page; notation may be imperfect.

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