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Question 32

The IUPAC name of the following compound is:

To determine the correct IUPAC name of the given compound, we follow the standard IUPAC nomenclature rules for substituted aromatic compounds.

The molecule contains a benzene ring substituted with four functional groups:

  • $$-CHO$$ (aldehyde)
  • $$-CH_2OH$$ (hydroxymethyl)
  • $$-NH_2$$ (amino)
  • $$-NO_2$$ (nitro)

Among these, the aldehyde group has the highest priority according to IUPAC nomenclature rules:

$$\text{Aldehyde} > \text{Alcohol} > \text{Amine} > \text{Nitro}.$$

Therefore, the aldehyde group is selected as the principal functional group, and the parent compound is benzaldehyde.

The carbon atom attached to the $$-CHO$$ group is assigned position $$1$$. The ring can then be numbered in either direction to obtain the lowest possible set of locants for the remaining substituents.

If numbered clockwise, the substituent positions are

$${3,,4,,6}.$$

If numbered counterclockwise, the substituent positions are

$${2,,4,,5}.$$

According to the lowest set of locants rule, the set

$${2,,4,,5}$$

is preferred because it gives the lower number at the first point of difference.

Thus, the substituent positions are:

  • $$C1$$ : $$-CHO$$
  • $$C2$$ : $$-NO_2$$ (nitro)
  • $$C4$$ : $$-CH_2OH$$ (hydroxymethyl)
  • $$C5$$ : $$-NH_2$$ (amino)

The substituent prefixes are then arranged alphabetically:

  • Amino
  • Hydroxymethyl
  • Nitro

Combining the substituents with their locants and the parent name gives the IUPAC name:

5-amino-4-hydroxymethyl-2-nitrobenzaldehyde.

Hence, the correct answer is

$$\boxed{\text{5-amino-4-hydroxymethyl-2-nitrobenzaldehyde}}.$$

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