4-Methoxy-2-nitrobenzaldehyde is soluble in both water and ethanol. Its uses include the study of enzyme inhibition and regulation of gene expression. As an inhibitor of drug-metabolizing enzymes, it binds to the active site of the enzyme and impedes its catalytic function. In addition, it is an important tool for studying the regulation of gene expression.
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Hint: Aldehyde is given preference from the above-mentioned functional groups; therefore, numbering will start from the aldehyde group.
Complete step-by-step answer:
The above compound contains three functional groups: aldehyde, nitro and alkoxy groups.
As per the IUPAC norms priority will be given to the aldehyde group. Therefore, aldehyde would be given number 1 position; ether would be given 4 position and in between nitrogen will get the second position.
So, the suffix in the nomenclature will have aldehyde and the prefixes in the nomenclature will be nitro and methoxy. Prefixes will be arranged in alphabetical order.
Prefix for $-OC{{H}_{3}}$ group will be methoxy and for $-N{{O}_{2}}$ group is nitro and the suffix for $-CHO$ group is aldehyde.
Therefore, the IUPAC name of the above compound would be 4-methoxy-2-nitrobenzaldehyde.
The correct option is A.
Note: IUPAC has set certain standards to prioritize functional groups. The decreasing order of priority list is mentioned below:
Carboxylic acid > sulfonic acid > ester > halide > amide > nitrile > aldehyde > ketone > alcohol > thiol > amine
Halides, alkoxides, asides and nitro always come as prefixes in naming the compound.
In between alkene and alkyne naming will always end with yen not with end.
The functional group with highest priority will end as a suffix in nomenclature.
And finally, if there are multiple functional groups in a compound and after priority is assessed it comes out that there are more than 1 prefix then naming of the functional group in prefix is written in alphabetical order. For example, in the above problem methoxy was written first than nitro due to their alphabetical order.
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