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A benzaldehyde derivative has CHO as the principal group at position 1 on the ring. The ring also bears an NH2 group at position 5, a Br atom at position 3, and a Cl atom at position 4. What is the correct IUPAC name of this compound?

1. 5-amino-3-bromo-4-chloro benzaldehyde
2. 3-amino-4-bromo-5-chloro benzaldehyde
3. 5-amino-4-bromo-3-chloro benzaldehyde
4. 3-amino-5-bromo-4-chloro benzaldehyde

Correct answer: 5-amino-3-bromo-4-chloro benzaldehyde

Solution

In benzaldehyde, CHO defines C1. Numbering around the ring to give the lowest locant set to the substituents places Br at C3, Cl at C4, and NH2 at C5, giving the name 5-amino-3-bromo-4-chlorobenzaldehyde. Alphabetical ordering in the name: amino (a) < bromo (b) < chloro (c).

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