Homework 4 - M.Deyrup Copyright Dept of Chemistry...

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M.Deyrup. Copyright Dept. of Chemistry University of Florida. All rights reserved. Homework 3 Fall 2009 1. Show step by step mechanism for hydrolysis of the acetal in acidic conditions. Show where labeled oxygen O-18 will appear in the products. O O H + H 2 18 O O + OH OH 2. Write the mechanism for the incorporation of one 18 O into the product Ph 18 O Ph + H + OH excess Ph O O Ph + H 2 O ? ? ? 3. Write the intermediates and the final product for the following synthesis: CH 2 OH 1. NaH 2. C 9 H 12 O 2 O 3. H 2 O 1.PCC C 9 H 10 O 2 1. CH 3 MgBr 2. H + /H 2 O C 10 H 14 O 2 4. Identify each of the following as a hemiacetal or acetal or hydrate. Show the initial carbonyl compound and alcohol (when appropriate) that formed the acetal or hemiacetal CH(OCH 2 CH 3 ) 2 HO OH OH OEt O O OH O
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5. What carbonyl compound and what alcohol are required to form each of the following compounds? O O OCH 3 OCH 3 O O O O O O O HO O O O O O O O O O O OCH 2 CH 3 OCH 3 OH OCH 3 CH 3 O O O O O O O H OH 6. Write the mechanism for the following reaction. Write structures of NAD+ and NADH.
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This note was uploaded on 10/11/2010 for the course CHM 2211 taught by Professor Castalleano during the Spring '06 term at University of Florida.

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Homework 4 - M.Deyrup Copyright Dept of Chemistry...

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