Question

1. Please provide the necessary reagents, reactants, and solvents to perform the indicated transformations. More than one step is necessary. Synthesis of reagents used for the transformation is not required. Clearly number your synthetic steps (3 points each; 24 points total) Please use chemistry discussed in our lecture to show your understanding. No credit will be given for reactions that we have not discussed in lecture. This PW is bonus and completely optional. However, your final exam PTR questions will be this same level of difficulty. So even if you don't submit this for credit, consider using it for review. mempe -Me Menn A- Me : By Me Me Me OH OH Me on Campo Me Me --. Br

Answer 1

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3) A + [ 1) Porz, py 2 tBuoks tBuol 3) Bricola s Br synthesis o PBrg t Buod . heat China Hong y Choo Seat go or in 262

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1. Hg504, 110, 16504 + 2) mgbr (THE 3) Hoe a) 14s0/ Vsi 1. Ha 504, Ho а во , -~~. my be thy soy THF 4504 x <_3.160 omgbr (7) o la conch s06, theo meo ome ph 2. PCC, Dm 3. phing Bo, THE 999- 2equiv! messe Synthesis &sse w оu Рес — Bem ph-mg Br. & aequiv. ph oma by gmgbo a requiu me-I

1. NaNth ( 3eqwv.) Son 3. Og 10cm Gotho 1. NaNth M Y Bo so 'n haequenos Zegcam. =-H + Nanty <- [ Br + =ONGO 1 Og, bem у њо