Which one of the following compounds is not a product of the reaction between 1,3-butadiene and HBr?
A) (S)-3-bromo-1-butene
B) (R)-3-bromo-1-butene
C) (E)-1-bromo-2-butene
D) (Z)-1-bromo-2-butene
E) (Z)-2-bromo-2-butene

Question

Quizplus · Accepted Answer

The reaction between 1,3-butadiene and HBr proceeds via electrophilic addition, where the HBr adds across the double bonds of butadiene. This can result in four possible products: (S)-3-bromo-1-butene, (R)-3-bromo-1-butene, (E)-1-bromo-2-butene, and (Z)-1-bromo-2-butene. However, (Z)-2-bromo-2-butene cannot be formed from this reaction, as there is no double bond to add HBr across in the 2-butene molecule. Therefore, the correct answer is E.

Which One of the Following Compounds Is Not a Product