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Unformatted text preview: ( R )-5-fluoro-2-nonanone : O F 1 2 3 1 Chemistry 2204/6/8 (08) Test 1A Page 2. 5 (10) Supply the missing reagent, starting material or product for each of the following reaction. O HO HCN-CN O H 3 CO O H + CH 2-PPh 3 C N N R R + CH 3 OH + H 2 O + O-PPh 3 O Cl Cl Cl H 2 O H 2 O + O OH H : O HNR 2 H+ OH Cl Cl Cl OH 6 (7) MECHANISM: Draw a mechanism for the following reaction, showing all 5 intermediates, all curly arrows describing electron movement and all charges (if applicable). Hint: PLATLD! O MeO H 2 O + H + HO O H + MeOH O MeO H HO O H HO O H Me OH 2 HO MeO H OH 2 HO HOMe H OH HO HO H 7 (5) SYNTHESIS: Supply the missing intermediates (2) and reaction conditions (3) in the synthesis of raspberry ketone from parahydroxybenzaldehyde and acetone. O HO O HO O O HO O HO OH ALDOL Dehydration Hydrogenation 2 3...
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This note was uploaded on 07/28/2009 for the course ORGANIC CH CHEM 2204 taught by Professor Dr.levin during the Winter '08 term at Indian Institute of Technology, Chennai.
- Winter '08