I believe this problem has the order of reactionsincorrect. CH3 is a ortho/para

Question

I believe this problem has the order of reactionsincorrect. CH3 is a ortho/para director (donates electronsvia hyperconjugation), so you cant get m-nitrotoluene in the secondstep, you would get p-nitrotoluene. Instead, I believe youneed oxidize the CH3 with KMnO4 or dichromate, yielding the COOHgroup, which is a meta-director. Nitration proceeds fromthere as normal to yield n-nitrobenzoic acid. Thanks for the review, Alexander Herbst I believe this problem has the order of reactionsincorrect. CH3 is a ortho/para director (donates electronsvia hyperconjugation), so you cant get m-nitrotoluene in the secondstep, you would get p-nitrotoluene. Instead, I believe youneed oxidize the CH3 with KMnO4 or dichromate, yielding the COOHgroup, which is a meta-director. Nitration proceeds fromthere as normal to yield n-nitrobenzoic acid. Thanks for the review, Alexander Herbst

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