Consider the substitution reaction that takes place when (R)-3-iodo-3-methylheptane is treated with sodium acetate (CH3CO2Na). Which of the following would be true?
Understand the Problem
The question is asking about the type of substitution reaction that occurs when (R)-3-iodo-3-methylheptane is treated with sodium acetate. It requires an understanding of organic chemistry, specifically substitution reactions (Sn1 and Sn2) and their implications on stereochemistry.
Answer
D: An SN1 reaction would occur, accompanied by an E1 reaction.
The correct statement is D: An SN1 reaction would take place, accompanied by an E1 reaction, affording a complex mixture of products.
Answer for screen readers
The correct statement is D: An SN1 reaction would take place, accompanied by an E1 reaction, affording a complex mixture of products.
More Information
The secondary alkyl halide with a good leaving group (iodine) and weak nucleophile suggests SN1 is favorable. The presence of E1 indicates a mixture of substitution and elimination products.
Tips
Common mistakes include overlooking the nature of the nucleophile and the stability of the carbocation which favors SN1 over SN2.
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