Chlorine shows the +R effect in haloarenes and the -I effect in haloalkanes. Does chlorine do the same for all cyclic compounds or only for aromatic rings? Is this just another experimentally seen fact about chlorine or is there a higher mechanism involved?
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2$\begingroup$ Chlorine is always +R and -I, regardless of the compound. $\endgroup$– Nisarg BhavsarAug 22, 2021 at 10:54
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2$\begingroup$ Why, because it has a lone pair of electrons which are almost in plane with the aromatic system. Chlorine lp can also resonate. $\endgroup$– Nisarg BhavsarAug 22, 2021 at 11:55
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2$\begingroup$ The thing is to show +R , you need to have something into which the lone pairs can resonate into , maybe you should compare arenes with other conjugated systems $\endgroup$– tryst with freedomAug 22, 2021 at 11:56
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2$\begingroup$ There is a book named David R Klein's Organic Chemistry, you should check out the conjugated dienes chapter. It starts a bit heavy with MO theory but it is understandable with HS knowledge only. I think that would give you some more insight into how conjugation works. $\endgroup$– tryst with freedomAug 22, 2021 at 12:04
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2$\begingroup$ Not just partial, it's in the way that the electrons are pushed that a meaningful delocalization of electrons take place $\endgroup$– tryst with freedomAug 22, 2021 at 13:26
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