Question

Major product formed in the given reaction is

• A.

  

• B.

  

• C.

  

• D.

  

Answer 1

The Correct Option is B

To determine the major product formed in the given reaction, we need to look at the reagents and reaction conditions involved:

1. The reaction starts with cyclohexylamine with a tertiary butyl group and a hydroxyl group on the adjacent carbon.
2. The first reagent, \(HNO_2\) (nitrous acid), is known for converting primary amines into diazonium salts, which are unstable when aliphatic and decompose to form alcohols, alkenes, or other products depending on the conditions.
3. In this case, since the compound is not aromatic and has steric hindrance due to the tertiary butyl group, the diazonium salt formed will quickly lose nitrogen gas (a very stable leaving group), resulting in a carbocation intermediate.
4. The presence of the adjacent hydroxyl group allows for rearrangement or immediate substitution, leading to intramolecular formation of a more stable compound.
5. The second step with \(H_3O^+\) (acidic conditions) will promote reactions like elimination or further stabilization of any carbocation intermediates.
6. Taking into account these possibilities, the most stable product formed would be the one where the tertiary butyl group and the alcohol group stabilize the intermediate. This logic supports the formation of an internal ether or any rearranged cyclic compound.

By examining the options and considering potential rearrangements, we identify the second option as the major product:

This cyclic structure is stable given the conditions and reagents present in the reaction. Consequently, Option 2 is the correct choice.