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Nitration of benzoic acid has a reaction rate that rate of benzene and gives pri

ID: 562919 • Letter: N

Question

Nitration of benzoic acid has a reaction rate that rate of benzene and gives primarily the A) slower, meta B) slower, ortho,para 4. is than the nitration product(s). C) faster, ortho,para D) faster, meta 5. Some hyrdocarbons exhibit an appreciable dipole moment, and an electrostatic potential map indicates that one ring is electron rich and one electron poor. In general, a resonance structure will be insignificant if it has carbon atoms with opposite charges (i.e, a C- and a C+). This molecule represents an exception, because a resonance structure (with a C- or C+) exhibit aromatic stabilization. With this in mind, draw a resonance structure to explain the observed dipole where both rings satisfy Hückel's rule. azulene

Explanation / Answer

4)
benzoic acid is benzene with -COOH group attached
-COOH is deactivating in nature and is meta directing

Because of deactivating nature of -COOH, rate of nitration will be slower in ben zoic acid as compared to benzene

Answer: A

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