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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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