Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

The IUPAC name of the following compound is

Options:

3-Bromocyclohexanol

2-Bromocyclohexanol

1-Bromocyclohexanal

3-Bromohexanol

Correct Answer:

3-Bromocyclohexanol

Explanation:

The correct answer is Option (1) → 3-Bromocyclohexanol

In IUPAC naming of cyclic alcohols:

  • The $-\text{OH}$ group gets priority over halogens.
  • The carbon bearing $-\text{OH}$ is numbered 1.
  • Numbering proceeds in the direction that gives substituents the lowest possible locant.

Parent chain:

  • The structure is a six-membered ring $\rightarrow$ cyclohexane derivative.
  • Since $-\text{OH}$ is present $\rightarrow$ parent name is cyclohexanol.

Numbering:

  • Carbon with $-\text{OH}$ = C-1.
  • Counting around the ring, the $\text{Br}$ substituent comes on the third carbon (not second).

Why not other options?

  • Option 2 (2-Bromocyclohexanol): $\text{Br}$ is not adjacent to the $\text{OH}$ carbon.
  • Option 3 (cyclohexanal): That would require an $-\text{CHO}$ (aldehyde) group, not $-\text{OH}$.
  • Option 4 (3-Bromohexanol): That would be an open chain, but structure is cyclic.