Destroyer ochem #14 question...

[NuckingFutz]

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Please correct me if i'm wrong, but I thought that a nitro group (NO2) is meta deactivating? If this is correct, then the answer listed (B) isn't right since it shows it being para directing...

What gives? Or am I missing something vital?

 

[WayneSU]

the alkyl group is o/p directing

 

[NuckingFutz]

Is that the reason? I thought that because the alkyl group was there FIRST, the nitro group would be the one directing...

 

[WayneSU]

no watever group is on the ring, that is the one directing....not what is being added

 

[NuckingFutz]

Hmm I see, so how exactly do you determine which group is the one doing the directing?? If there's two groups present, which one takes priority?

Thanks for your help 😀

 

[WayneSU]

the one that is the stronger activator will direct....for example, if you have an alkyl group (which is weakly activating) and an amine, -NH2 (strongly activating), then the amine group will direct.
for example, if you have p-methylaniline...and lets say you add a halogen to that ring, then Br will go ortho to -NH2 and meta to -CH3

 

[Orgodox]

Yup I think #15 Destroyer addresses this point

 

[osimsDDS]

What if you have a strong activator like NH2 and a strong deactivator like NO2, does the activator always take presence over the deactivator??? thanks

 

[WayneSU]

What if you have a strong activator like NH2 and a strong deactivator like NO2, does the activator always take presence over the deactivator??? thanks

i think it depends on how strong the activator or deactivator..for example NO2 will win an alkyl group (again, weak activator) but i think an NH2 will beat nitro group

but also, if the activator directed ortho, i think that will complement the meta position to the deactivator group everytime

 

[NuckingFutz]

Awesome thanks!