Which of the Following Would Provide the Best Synthesis of 3,5-Dimethyl-2-Hexanone

question 50

Multiple Choice

Which of the following would provide the best synthesis of 3,5-dimethyl-2-hexanone?

• A)Ethyl acetoacetate + NaOC₂H₅ + CH₃I; then KO-t-Bu + (CH₃)₃CCH₂Br; then NaOH; then H₃O⁺; then heat
• B)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₃CBr; then KO-t-Bu + CH₃I; then NaOH; then H₃O⁺; then heat
• C)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₂CHCH₂Br; then KO-t-Bu + CH₃I; then NaOH; then H₃O⁺; then heat
• D)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₂CHCH₂CHBrCH₃; then NaOH; then H₃O⁺; then heat
• E)Ethyl acetoacetate + NaOC₂H₅ + CH₃I; then KO-t-Bu + (CH₃)₂CHBr; then NaOH; then H₃O⁺; then heat

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