NEETChemistryGeneral Organic Chemistry
Consider a six-membered cyclic organic compound containing a ketone group and one carbon-carbon double bond. The carbonyl carbon is directly attached to one of the carbons of the double bond. A bromine atom is attached to the other carbon of the double bond. Additionally, a methyl group is attached to the saturated side of the ring, separated from the carbonyl carbon by exactly one methylene ( - CH ₂- ) group. What i
Options
- A5 -bromo- 3 -methylcyclohex- 5 -en- 1 -one
- B1 -bromo- 5 -methylcyclohex- 1 -en- 3 -one
- C3 -bromo- 5 -methylcyclohex- 2 -en- 1 -one
- D5 -methyl- 3 -bromocyclohex- 2 -en- 1 -one
Correct answer
C. 3 -bromo- 5 -methylcyclohex- 2 -en- 1 -one
Step-by-step solution
Based on the description, the structure is a substituted cyclohexenone ring. The principal functional group is the ketone, so the carbonyl carbon is assigned the highest priority and designated as C- 1 . Numbering must proceed around the ring to give the carbon-carbon double bond the lowest possible locants. Therefore, we number towards the double bond, making the double-bonded carbons C- 2 and C- 3 . The bromine atom is on the other carbon of the double bond, which places it at C- 3 . The saturated side of the rin