JEE Advanced · 2009 · 12 Apr 2009 · Paper 1 · General Organic Chemistry

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The IUPAC name of the following compound is

(see structure)
  1. (A)4-Bromo-3-cyanophenol
  2. (B)2-Bromo-5-hydroxybenzonitrile✓ Correct
  3. (C)2-Cyano-4-hydroxybromobenzene
  4. (D)6-Bromo-3-hydroxybenzonitrile

Answer: (B)

Solution

In IUPAC nomenclature, the principal functional group gets the lowest number. For this compound:
  • The cyano group (–CN) has the highest priority and is designated as benzonitrile
  • Numbering starts from the carbon bearing the CN group (position 1)
  • The Br is at position 2
  • The OH is at position 5

Therefore, the IUPAC name is 2-Bromo-5-hydroxybenzonitrile.

The answer is (B).

JEE Advanced · 2009 · 12 Apr 2009 · Paper 1 · Single correct option

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