Destroyer O chem question

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happyana

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anyone know why A isn't the answer for #44? why wouldn't the reactivity of the halogens be taken into consideration? isn't I a weak base since it's conjugated acid is really strong, so that would make for a better leaving group?

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anyone know why A isn't the answer for #44? why wouldn't the reactivity of the halogens be taken into consideration? isn't I a weak base since it's conjugated acid is really strong, so that would make for a better leaving group?

I dont have destroyer, if you could post the question i could be of more help.
 
E is aromatic -the electron density is delocalized - which means it is more stable! The more stable the carbocation - the faster it reacts. I is a better leaving group, but you always have to take into account the structure of the compound. Cl is a good leaving group too - so there are no issues with it not allowing the formation of a carbocation.
 
anyone know why A isn't the answer for #44? why wouldn't the reactivity of the halogens be taken into consideration? isn't I a weak base since it's conjugated acid is really strong, so that would make for a better leaving group?

that's like saying why does a methyl iodide not react faster than a t-butyl chloride. you gotta form the stablest carbonium ion. making the thing aromatic kicks the butt off I being a better leaving group. hope that hlps.
 
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E is aromatic -the electron density is delocalized - which means it is more stable! The more stable the carbocation - the faster it reacts. I is a better leaving group, but you always have to take into account the structure of the compound. Cl is a good leaving group too - so there are no issues with it not allowing the formation of a carbocation.

u pretty much nailed it. the aromaticity once the Cl leaves is the best carbocation structure.
 
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