Chemistry Homework Solutions
Problem
#22402

structures

a. If 3-bromo-1-propanol is treated with NaOH, a compound of molecular formula C3H6) is formed.  Suggest a structure for this product.
b. What product(s) would you expect to form when tetrahydrofuran is treated with excess hydroiodic acid (HI)?
c.  Write a suitable mechanism for the cleavage of butyl isopropyl ether with HI at 100 degrees C to form exclusively isopropyl alcohol and 1-iodobutane.  Explain why butyl alcohol and isopropyl are not formed in this reaction.  

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