2425Chapt19

2425Chapt19 - Clearly show all required reagents and...

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Chapter 19 – Aldehyde and Ketones Dr. Pahlavan 1. Aldehydes and Ketones-Nomenclature Give the proper IUPAC name for each of the following compounds: O O H O CH 3 Br O H O O Cl Cl O CH 3 H O CH 3 O a b c d e f g h i 2. Aldehydes and Ketones-Selected Reactions For each of the reactions below, draw the structure of the major organic product. O O H O O H O H O H O 1. BH 4 excess CH 3 OH/H 3 O + CrO 3 /H 2 SO 4 (excess) NH 2 HOCH 2 CH 2 OH/H 3 O + 1. (CH 3 ) 2 CuLi, ether 2. H 3 O 2. H 3 O H 3 O O H CH 3 O O O O CH (C 6 H 5 ) 3 P (C 6 H 5 ) 3 P CH 2 1. CH 3 MgBr, ether 2. H 3 O 1. (C 2 H 5 )AlCN NH 2 OH/H 3 O + 2. H 3 O O O O H O H O HOCH 2 CH 2 OH/H + NH 2 NH 2 KOH OH CH 3 OH/H + H + NH 2 NH 2 KOH 1
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Chapter 19 – Aldehyde and Ketones Dr. Pahlavan N H NH 2 NO 2 NO 2 O C O NH 2 H 2 NNH NH 2 OH NH 2 CH 2 CH 3 NH 2 NH CH 2 CH 3 CH 2 CH 3 3. Aldehydes and Ketones-Synthesis a. Suggest a synthesis for each of the compounds shown below, beginning with the compound shown on the left.
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Unformatted text preview: Clearly show all required reagents and intermediates. O H NH 2 NH 2 NH 2 , KOH CH 3 MgBr/ether H 3 O + CrO 3 /H 2 SO 4 HOCH 2 CH 2 OH/H + NaBH 4 /ethanol H 3 O + O NH CH 2 CH 3 CH 2 CH 3 (CH 3 ) 2 CuLi, ether H 3 O + NH 2 OH/H 3 O + NH 2 NH 2 , KOH ) 2 CuLi, ether H 3 O + H 3 O + ( 2 CH 3 OH b. Suggest a synthesis for each of the compounds shown below, beginning with the starting material shown on the left. Clearly show all intermediates and reaction conditions. Multiple steps are likely to be required. O H CH 3 O CH 3 a) b) OH CH 2 2...
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This note was uploaded on 09/24/2011 for the course CHEM 1411-12 taught by Professor Pahlavan during the Spring '10 term at HCCS.

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2425Chapt19 - Clearly show all required reagents and...

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