Question

Integrated Problem 10.43 Using acetylene and 2-methylpropane as your only sources of carbon atoms, propose a plausible synthesis for 4-methyl-2-pentanone. You will need to utilize many reactions from previous chapters. Choose the correct sequence of reagents from the following list 1) Br2, hv 1) Excess NaNH2 2) H20 3) H2, Lindlars catalyst 4) dilute H2S04 1) Excess NaNH2 2) H20 3) H2S04, H20, HgSO4 1) NaOEt 1) H2S04, H20, HgSO4 1) NaNH2 1) Excess NaNH2 2) H20 3) Br2 1 eq) 1) HBr, ROOR 2) ste step 2 step 3 Br step 1

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she Na0Et 1 OH

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