Q6 · CSIR-NET Chemistry, June 2012

Paper: CSIR-NET June 2012 · Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: Nomenclature Polycyclics · Marks: 2 · Difficulty: Medium

The IUPAC name of the compound given below is: Question structure, ABC26OR0012
(a)ethyl (R)-2-methyl-4-oxocyclohex-2-enecarboxylate
(b)ethyl (S)-2-methyl-4-oxocyclohex-2-enecarboxylate
(c)(R)-4-ethoxycarbonyl-3-methylcyclo-hex-2-enone
(d)(S)-4-ethoxycarbonyl-3-methylcyclo-hex-2-enone
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
The ester outranks the ketone, so the name is ethyl 2-methyl-4-oxocyclohex-2-ene-1-carboxylate. At C-1 (H on a hash) the priorities are COOEt > C-2 > C-6, which run anticlockwise: S (b).

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