IUPAC Name of Substituted Benzonitrile Derivative
The IUPAC name of the following compound is

Options
A
4-Bromo-3-cyanophenol
BCorrect
2-Bromo-5-hydroxybenzonitrile
C
2-Cyano-4-hydroxybromobenzene
D
6-Bromo-3-hydroxybenzonitrile
Topics & Concepts
Step-by-Step Solution
To determine the IUPAC name of the given compound, we follow the standard IUPAC nomenclature rules:
-
Identification of the Principal Functional Group:
The compound contains three functional groups:- Nitrile ()
- Alcohol ()
- Halogen ()
According to the IUPAC priority order of functional groups:
Therefore, the principal functional group is the nitrile group (), and the parent compound is benzonitrile. -
Numbering the Ring:
- The ring carbon attached to the principal functional group () is assigned position .
- The ring substituents are a bromo group () adjacent to the nitrile carbon, and a hydroxy group () located para to the bromo group.
- We number the ring to give the lowest locant set at the first point of difference:
- Numbering clockwise (towards the substituent):
- Numbering counter-clockwise:
- Numbering clockwise (towards the substituent):
- Comparing the sets at the first point of difference, , so the correct numbering assigns locant to bromine and locant to the hydroxy group.
-
Alphabetical Ordering of Substituents:
- The substituents as prefixes are "bromo" and "hydroxy".
- Alphabetically, "bromo" precedes "hydroxy".
Combining the prefixes with the parent name gives:
Therefore, the correct option is B.