Some meta-directing substituents in aromatic substitution are given. Which one is most deactivating?

Some meta-directing substituents in aromatic substitution are given. Which one is most deactivating?
A $-NO_2$
B $-C\equiv N$
C $-SO_3H$
D $-COOH$

Detailed Solution

Deactivating power: $-NO_2 > -C\equiv N > -SO_3H > -COOH$

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