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For questions about the properties and reactions of aromatic compounds. This tag should also be applied to antiaromatic compounds. This tag should not be applied to general questions about resonance, use the [resonance] tag instead.

2 votes
1 answer
1k views

Is styrene more or less reactive than benzene towards electrophiles?

Is styrene more activated or more deactivated than benzene towards electrophilic aromatic substitution? The C=C double bond doesn't seem to have any particular electron-withdrawing or -donating proper …
MrObjectOriented's user avatar
2 votes
2 answers
4k views

Most acidic compound amongs the following unsaturated ketones?

In the given picture, I know that the most acidic will be (a), because of potential of ring expansion. I tried a few times but wasn't able to get a satisfactory six membered ring. I think (a) is the …
MrObjectOriented's user avatar
3 votes
1 answer
773 views

What is the mechanism for the reaction of an organic hydroperoxide with sulfuric acid?

The question asked to react the organic hydroperoxide substrate, $\ce{R-OOH}$, with dilute sulfuric acid, $\ce{H2SO4}$. In the last step, I removed a proton, making it act like a catalyst, along wi …
MrObjectOriented's user avatar
0 votes
1 answer
135 views

Electrophilic halogenation of 4-halo-3-(tert-butyl)phenols

Question Correct answer A,B,C My thoughts Correct answer should be A,B. The main role is of the steric hindrance between the halogen atom and the tert-butyl group. So why are we even considering the …
MrObjectOriented's user avatar
2 votes
1 answer
2k views

Why cannot nitrosonium ion attack aniline in electrophylic aromatic substitution?

This is the nitrosonium ion, which is produced by the reaction of $\ce{NaNO2}$ and $\ce{HCl}$: [Image source: Wikipedia] And this is the reaction between aniline and nitrosonium: [Image source: …
MrObjectOriented's user avatar