Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
What is the correct IUPAC name of the following compound?
Options
- A( R )-2-aldehydecyclohexanone
- B( R )-2-ketocyclohexanecarbaldehyde
- C( S )-2-formylcyclohexanone
- D( S )-2-aldehydecyclohexanone
Correct answer
B. ( R )-2-ketocyclohexanecarbaldehyde
Step-by-step solution
According to IUPAC rules, the aldehyde group (-CHO) has higher priority than the ketone group (>C=O). Thus, the parent structure is cyclohexanecarbaldehyde. Numbering starts at the ring carbon attached to the -CHO group (C1) and proceeds towards the ketone to give it the lowest possible locant (C2). The ketone acts as a substituent and is indicated by the prefix 'keto' or 'oxo'. This gives the base name 2-ketocyclohexanecarbaldehyde. To determine the stereochemistry at the chiral center (C1), we assign priorities t