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Multiple Choice
Determine the name of the alkene product formed in the following dehydration reaction.
A
1-methylcyclohexene
B
4-methylcyclohexene
C
2-methylcyclohexene
D
3-methylcyclohexene
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Verified step by step guidance
1
Identify the starting material: The structure shown is a cyclohexanol with a methyl group attached to the carbon bearing the hydroxyl group (OH). This is 1-methylcyclohexanol.
Recognize the reaction type: The reaction involves dehydration, which typically uses an acid catalyst like H2SO4 to remove water (H2O) from an alcohol, forming an alkene.
Determine the possible sites for double bond formation: In cyclohexanol derivatives, the double bond can form between the carbon bearing the OH group and an adjacent carbon. Consider the stability of the resulting alkenes.
Apply Zaitsev's rule: This rule states that the more substituted alkene (the one with more alkyl groups attached to the double-bonded carbons) is generally favored. Evaluate the possible alkenes: 1-methylcyclohexene, 2-methylcyclohexene, 3-methylcyclohexene, and 4-methylcyclohexene.
Select the most stable alkene: Based on Zaitsev's rule, the most substituted alkene is typically the major product. In this case, 1-methylcyclohexene is the most substituted and stable product.