JEE Main · 2020 · Shift-IeasyGOC-030

The IUPAC name for the following compound is:

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

The IUPAC name for the following compound is: image

Options
  1. a

    2,5-Dimethyl-6-carboxy-hex-3-enal

  2. b

    6-Formyl-2-methyl-hex-3-enoic acid

  3. c

    2,5-Dimethyl-6-oxo-hex-3-enoic acid

  4. d

    2,5-Dimethyl-5-carboxy-hex-3-enal

Correct Answerc

2,5-Dimethyl-6-oxo-hex-3-enoic acid

Detailed Solution

Step 1: Determine Principal Functional Group Between the carboxylic acid (\ceCOOH\ce{-COOH}) and the aldehyde (\ceCHO\ce{-CHO}), the carboxylic acid has higher priority. The parent chain must start from the acid group.

Step 2: Numbering and Chain

  1. Numbering begins at \ceCOOH\ce{-COOH}.
  2. The longest chain containing the double bond and the other carbonyl has 6 carbons \rightarrow Hex-3-enoic acid.

Step 3: Substituents

  • C2: Methyl group.
  • C5: Methyl group.
  • C6: Carbonyl group (aldehyde carbon) \rightarrow Named as "oxo" when part of the chain.

Step 4: Final IUPAC Name 2,5-Dimethyl-6-oxohex-3-enoic acid.

Answer: (c) 2,5-Dimethyl-6-oxo-hex-3-enoic acid\boxed{\text{Answer: (c) 2,5-Dimethyl-6-oxo-hex-3-enoic acid}}

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