Terpin, C10H20O2, is prepared commercially by the acid-catalyzed hydration of limonene....

Terpin, C10H20O2, is prepared commercially by the acid-catalyzed hydration of limonene.

(a) Propose a structural formula for terpin.

(b) How many cis-trans isomers are possible for the structural formula you propose?

(c) Terpin hydrate, the isomer of terpin in which the methyl and isopropyl groups are trans to each other, is used as an expectorant in cough medicines. Draw a structural formula for terpin hydrate showing the trans orientation of these groups.