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Answer to Question #93826 in Organic Chemistry for White Tougen
Question #93826
Heating any of the three isomeric dimethylbenzenes with HF in the presence of BF3 to 80oC leads to the equilibrium mixture shown below. Formulate a mechanism for these isomerizations, starting with 1,2-dimethylbenzene and simply using H+ to represent the acid. Why is the equilibrium concentration of the 1,2-isomer the lowest?
Expert's answer
The equilibrium concentration of the 1,2-isomer the lowest due to the steric effects.
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