Chads/DATqvault question: KMnO4/H3O+ with Aromatic Rings

[GoBlue24]

Can anyone explain the answer choice for this specific DATqvault question (attached)? In Chad's orgo videos, he states that KMnO4 (hot,conc.)/H30+ can undergo oxidative cleavage of alkenes (fully reduced), similar to ozonolysis. There was no indication of whether it is hot/conc. or cold/dilute. For that reason, I picked the most sensible answer.... B. In fact, I kind of got excited that I remembered this cleavage reaction from chad's video (almost the exact same problem).

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[OUDent88]

It's no reaction because for this reaction, 1 C=C double bond turns into 2 O= double bonds but aromatic rings dont have a true double bond so it wont react like that.

 

[bluesolic]

Can anyone explain the answer choice for this specific DATqvault question (attached)? In Chad's orgo videos, he states that KMnO4 (hot,conc.)/H30+ can undergo oxidative cleavage of alkenes (fully reduced), similar to ozonolysis. There was no indication of whether it is hot/conc. or cold/dilute. For that reason, I picked the most sensible answer.... B. In fact, I kind of got excited that I remembered this cleavage reaction from chad's video (almost the exact same problem).

That's benzene and it doesn't react with KMNO4 Because benzene has delocalized pi bond, there is no place or chance that KMNO4 goes in and reacts with Benzene

KMNO4 reacts with localized pi bond like, alkene, or toluene thing

 

[Ogoz]

For this case you would not want to break the benzene ring because it's extremely stable. Eventhrough you throw KMnO4 in, it won't react.