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Why are substitutions at 4' and 6' positions of 3-chloro toluene not normally possible?

Updated: 11/3/2022

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Substitutions at 4' and 6' positions of 3-chloro toluene are not normally possible because carbocations are prone to rearrangement.

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Related questions

What is the difference bw 2methyl 3chloro hexane and 3chloro 2methyl hexane?

Hexane is a 6 carbon chain. starting at one end, number the carbons 1 - 6. 2-methyl 3-chloro means that the methyl group attaches to carbon 2, and the chlorine attaches to carbon 3. 3-methyl 2-chloro would simply be the other way around. They are two unique and different compounds.

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Why are substitutions at 4' and 6' positions of 3-chloro toluene not normally possible?

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