JEE MainChemistryGeneral Organic Chemistry
Consider a compound with a six-membered carbon ring containing one double bond. A hydroxyl ( -OH ) group is attached to an allylic carbon. A methyl group is attached to the ring such that, moving along the saturated carbons away from the double bond, it is on the second carbon after the -OH bearing carbon. What is the correct IUPAC name of this compound?
Options
- A3-Methylcyclohex-5-en-1-ol
- B5-Methylcyclohex-1-en-3-ol
- C5-Methylcyclohex-2-en-1-ol
- D1-Hydroxy-5-methylcyclohex-2-ene
Correct answer
C. 5-Methylcyclohex-2-en-1-ol
Step-by-step solution
The principal functional group is the hydroxyl group ( -OH ), so the carbon bearing it is assigned locant 1. The ring must be numbered to give the double bond the lowest possible locant. Numbering towards the double bond gives it locant 2 (positions 2 and 3). Numbering in the opposite direction (away from the double bond) would give it locant 5. Therefore, we number towards the double bond: C1 has the -OH group, and C2=C3 is the double bond. Continuing around the ring, C4 is a -CH₂- group, and C5 bears the methyl g