Destroyer OC #56

[DrRoyal Pains]

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Hey guys, I have a stupid question. For #56 in Destroyer OC, why is the para product major and the ortho product minor? I thought because Cl is a halogen and e- withdrawing it will stabilize the nucleophile and be the major product? (I know the less stable product is more reactive) I'am obv. missing something here.

 

[buckey]

Cl isn't on the ring so it is not directing the substitution. N is directing and it adds para because of steric hindrance. When considering the activating/deactivating rules do not think of what is adding, only what is on the ring

 

[DrRoyal Pains]

Thanks

 

[Vsno123]

Cl isn't on the ring so it is not directing the substitution. N is directing and it adds para because of steric hindrance. When considering the activating/deactivating rules do not think of what is adding, only what is on the ring

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