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Multiple Choice
Which of the following best describes the intermediate and major organic product formed in an E1 reaction of with methanol as solvent?
A
The intermediate is a carbanion and the major product is (ethane).
B
The intermediate is a carbocation and the major product is (ethylene).
C
The intermediate is a bromonium ion and the major product is (ethanol).
D
The intermediate is a free radical and the major product is (ethyl bromide).
Verified step by step guidance
1
Identify the substrate and reaction conditions: The substrate is ethyl bromide (C\_2H\_5Br), and the solvent is methanol, which is a polar protic solvent. This environment favors an E1 mechanism.
Recall the E1 reaction mechanism: E1 reactions proceed via a two-step process where the first step is the formation of a carbocation intermediate by loss of the leaving group (Br\^-).
Determine the intermediate: Since the leaving group (Br) departs first, the intermediate formed is a carbocation, specifically an ethyl carbocation (C\_2H\_5\^+).
Consider the major product formation: After carbocation formation, a proton is lost from a beta-carbon to form a double bond, resulting in an alkene. For ethyl carbocation, this leads to ethylene (C\_2H\_4) as the major product.
Exclude other options: The intermediate is not a carbanion, bromonium ion, or free radical in an E1 reaction. Also, the major product is not ethane, ethanol, or ethyl bromide under these conditions.