Dolbier HW Solutions 506

Dolbier HW Solutions 506 - 600 ESTER ENOLATES acid...

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acid derivative that decarboxylates on heating. The f nal product of the reaction is 3-oxocyclobu- tanecarboxylic acid (C 5 H 6 O 3 ). SELF-TEST PART A A-1. Give the structure of the reactant, reagent, or product omitted from each of the following: 1. NaOCH 2 CH 3 2. C 6 H 5 CH 2 Br ? CH 3 CCH 2 COCH 2 CH 3 O O ( e ) NaOCH 2 CH 3 ethanol ? 1 (CH 3 CH 2 OOC) 2 CH 2 H 2 C CHCOCH 2 CH 3 O ( d ) Cl COCH 2 CH 3 COCH 2 CH 3 ? (two isomeric products; C 5 H 7 ClO 2 ) O O 1. HO 2 , H 2 O 2. H 3 O 1 3. heat ( c ) 1. NaOCH 2 CH 3 2. H 3 O 1 ? 1 HCOCH 2 CH 3 ( b ) O O C 6 H 5 CHCOCH 2 CH 3 C H O 1. NaOCH 2 CH 3 2. H
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