Q15 / 75 · JEE Main 2020 (04 Sep Shift 1) · Chemistry

P on treatment with Br2/FeBr3 in CCl4 produced a single isomer C8H7O2Br wile heating P with sodalime gives toluene. The compound P is:

  • Correct answer
    A
    Figure
  • B
    Figure
  • C
    Figure
  • D
    Figure

Solution

Isomer C8H7O2Br on heating with sodalime gives toluene,hence it is an acid.Moreover since it has Degree of unsaturation 5 therefore it is an aromatic carboxylic acid.Since Carboxylic acid on heating gives toluene ,therefore it is having -CH3 group attached to the benzene ring.

Now it forms single isomer on halogenation, therefore -CH3 group must be attached at para position with respect to -COOH group.

Hence correct option is 1.

Figure  

Hence, the correct answer is option: 'A'.

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