QUIZ+4++51BW++08

QUIZ+4++51BW++08 - Synthesis

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CHEM 5lB PRACTICE QUIZ 4 WINTER’08 M. Taagepera Ch. 12: Oxidation and Reduction 1. SYNHESIS (similar to #56, 58, 59 and 61) Starting with acetylene devise a synthesis of the following compounds. Indicate your strategy or do a retrosynthetic analysis. a) Retrosynthetic analysis ----------------------------------------------------------------------------------------------------------------------- Synthesis _______________________________________________________________________________ b ) Retrosynthetic analysis ----------------------------------------------------------------------------------------------------------------------- Synthesis _______________________________________________________________________________ c ) OH Retrosynthetic analysis -----------------------------------------------------------------------------------------------------------------------
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Unformatted text preview: Synthesis _______________________________________________________________________________ d) Devise two ways of synthesizing the given epoxide. You can start with an already prepared compound. O H CH 3 H 3 C H 2. PREDICT PRODUCTS (similar to #37-44) mCPBA 1. RCO 3 H 2. H 2 O, -OH 1. O 3 2. Zn, H 2 O KMnO 4 H 2 O, -OH 3. IDENTIFY UNKNOWN COMPOUND (similar to #44, 46, 47, 48, 49, 50, 51, 52) Compound A has a molecular formula of C 8 H 12 and reacts with two equivalents of H 2 . A gives HCOCH 2 CH 2 CHO as the only compound of oxidative cleavage with O 3 followed by CH 3 SCH 3 . 4. SYNTHESIS (similar to #57 and 63) Devise the synthesis of Disparlure from acetylene. O...
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QUIZ+4++51BW++08 - Synthesis

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