JEE MainChemistryGeneral Organic Chemistry
The correct IUPAC name of the compound with the structural formula HOOC - CH ( Cl )- C (= O )- C ( CHO )= CH - CH ₃ is
Options
- A2 -chloro- 3,4 -dioxohex- 4 -enoic acid
- B2 -chloro- 4 -ethylidene- 3,5 -dioxopentanoic acid
- C4 -formyl- 2 -chloro- 3 -oxohex- 4 -enoic acid
- D2 -chloro- 4 -formyl- 3 -oxohex- 4 -enoic acid
Correct answer
D. 2 -chloro- 4 -formyl- 3 -oxohex- 4 -enoic acid
Step-by-step solution
According to IUPAC nomenclature rules: 1. The principal functional group is the carboxylic acid ( - COOH ), which has higher priority than both the aldehyde ( - CHO ) and the ketone ( > C = O ). 2. The parent chain is the longest carbon chain containing the principal functional group and the maximum number of multiple bonds. Selecting the chain that includes the - COOH group and the double bond gives a 6 -carbon chain (hex). 3. Numbering starts from the carboxylic acid carbon (C- 1 ). 4. The substituents and their