EAS - practice problems

EAS - practice problems - Practice problems for Reactions...

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Practice problems for Reactions of Arenes (Ch 15) Chem 345 - Yoon 1 . Draw a stepwise, arrow-pushing mechanism for the following reactions. CH 3 CH 3 H 3 C CH 3 H 2 SO 4 Cl CH 3 AlCl 3 + H 3 C 2. (Challenging) Naphthalene undergoes electrophilic substitution quite readily and with high regioselectivity. In this problem you will deduce the regioselectivity of the electrophilic aromatic substitution reaction. naphthalene a. How many different regioisomers are possible from bromination of naphthalene? (Consider how many sets of chemically equivalent hydrogens there are available for substitution.) b. For each of these possible regioisomeric products, draw the carbocationic intermediate you would expect from attack of the Br + electrophile. Be sure to include any important resonance structures. c. Consider the relative stabilities of each set of resonance structures. Which regioisomer will be
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EAS - practice problems - Practice problems for Reactions...

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