Terpin, prepared commercially by the acid-catalyzed

Chapter 6, Problem 6.28

(choose chapter or problem)

Terpin, prepared commercially by the acid-catalyzed hydration of limonene, is used medicinally as an expectorant for coughs. 1 2 H2O C10H20O2 H2SO4 Limonene Terpin (a) Propose a structural formula for terpin and a mechanism for its formation. (b) How many cis,trans isomers are possible for the structural formula you propose?

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