We’re being asked to draw the products for the E2 reaction of 2-bromo-3-methylpentane.
Recall that the E2 reaction involves a backside β-elimination from the base:
Because of the concerted mechanism, E2 requires that the β-hydrogen and leaving group are antiperiplanar with each other.
How many alkenes would you expect to be formed from each of the following alkyl bromides under conditions of E2 elimination? Identify the alkenes in each case. (e) 2-Bromo-3-methylpentane.
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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Carey 8th Edition. You can also practice Organic Chemistry - Carey 8th Edition practice problems.