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1. Draw the structures of the major products for the reaction of 2- METHYLBUTENE

ID: 1002152 • Letter: 1

Question

1. Draw the structures of the major products for the reaction of 2- METHYLBUTENE with each of the following reagents. Clearly indicate the STEREOCHEMISTRY of the products. a) HBr b) 5% aqueous HCl c) Methanol containing a trace of H2SO4 3. What is the major product expected from the reaction of HCl with 3- methyl-1-butene? a. 1-Chloro-3-methylbutane b. 2-Chloro-3-methylbutane c. 2-Chloro-2-methylbutane d. 1-Chloro-2-methylbutane 6. What products are formed when (S)-1,3-dimethylcyclopentene is treated with ozone followed by dimethyl sulfide?

Explanation / Answer

1. a) CH3C(Br)(CH3)CH2CH3(markonikov rule)

b). CH3C(Cl)(CH3)CH2CH3(markonikov rule)

c).CH3C(OCH3)(CH3)CH2CH3

Above reactions have carbocation intermediate so they are not stereoselective.

3. Option b is right as per markonikov rule