Question

Dehydration of the following in increasing order

• A. I <II<III<IV
• B. II <III<IV<I
• C. I <III<IV<II
• D. None of these

Answer 1

Answer: (A)

I <II<III<IV

Answer 2

Dehydration of IV is most facile since, it gives an aromatic compound. Dehydration of III gives a conjugated diene which is stablilized by resonance.

Dehydration of II gives only cyclohexene which is not stabilized by resonance.

In contrast phenol (I) does not undergo dehydration this the ease of dehydration is:

IV > III > II I