Treatment of 4-pentenoic acid (margin) with Br2 in the presence of dilute aqueous base
Chapter 19, Problem 46(choose chapter or problem)
Treatment of 4-pentenoic acid (margin) with Br2 in the presence of dilute aqueous base yields anonacidic compound with the formula C5H7BrO2. (a) Suggest a structure for this compound anda mechanism for its formation. (b) Can you fi nd a second, isomeric product whose formation isalso mechanistically reasonable? (c) Discuss the issues that contribute to determining which ofthe two is the major product in this reaction. (Hint: Review Section 12-6.)
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