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Please provide structures for these compounds and the synthesis steps to get all the compounds. Also please draw the mechanism out for F-->G A certain
Please provide structures for these compounds and the synthesis steps to get all the compounds. Also please draw the mechanism out for F-->G
A certain oil A isolated from plants has the molecular formula C10H18O that was a an alcohol. When A is treated with NaH (good base) followed by CH3Br, molecule B is formed with molecular formula C11H20O. B does not yield a positive Lucas test under any conditions; it's not an alcohol. When B is treated with ozone followed by reductive workup (Zn), three molecules are formed, acetone, C(C5H8O2), and D. When C is treated with two equivalents of the phosphoylide H2C=P(Ph)3,E is formed which upon exhaustive hydrogenation over Pt metal yields 2-methylhexane. Molecule D has the molecular formula C3H6O2 and tested positive for an aldehyde. When A is brominated with PBr3 (NOT Br2,NOTHBr), compound F is formed. When F undergoes solvolysis in water, A is regenerated as well as constitutional isomer G which is a tertiary alcohol. a. Identify compounds A through G. Hint: (1) you should have NO cyclic drawing, (2) work backwards, and (3) at stage B, you have two possibilities that upon ozonolysis gives C,D, and acetone...only one of the gives a tertiary alcohol G upon the AFG transformation. b. Show the mechanism for the transformation of F to GStep by Step Solution
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