Question

6. Consider the dehydration of dihydro-terpineol: -H,0 Dihydro-Limonene H.SO/A a) How many alkene isomers may be formed? b) Which alkene is the Minor one? c) Is the Major product optically active? 7. The pKa of butanethiol is 17. What is the equilibrium constant K for the following process? K CH3CH2CH2CHSH + 1-Butyllithium 2 CH3CH2CH2CH,SLi + n-Butane pka = 17

Answer 1

Answer:

OH CH3- cA н . Not optically Active. Alkene - 1 For Enantiomeric Products TOH OH2 - CH₃ CH₂ Route (a) CH2 HE Route (b) H Stable conformation H20 : Route (a) -OH departing group Axial. Needed for elimination. Route (b) Isopropyl group equatorial. Both routes are equally possible Alkene - 2 Enantiomer Pair. Ans (a) Two alkene isomers are possible. (Less Substituted and More Substituted) Ans (b) More substituted alkene i.e. Zaitsev product is major. Ans (c) The major product is optically active. But as both enantiomers form in equal amount the mixture is optically Inactive

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