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CHAPTER 21: CARBOXYLIC ACID DERIVATIVES The key step in all of the syntheses bel

ID: 539202 • Letter: C

Question

CHAPTER 21: CARBOXYLIC ACID DERIVATIVES The key step in all of the syntheses below is nucleophilic acyl substitution to form a carboxylic acid derivative. Redox reactions of carbonyls and alcohols are also featured. Grignard additions to nitriles and esters is a common method for chain extension. any alcohols & any amines CH any alcohols CH3 CN CN NH2 all carbon compounds must begin with this OCH OH OH CH3 CH3 any alkenes hydrocarbrons w/ s 6 carbons CH3 compounds with s4 carbons H3C CH3 OH any compounds with s 4 carbons 0 HO OH 0

Explanation / Answer

Schemes

Drawn below are the detailed synthetic schemes for some of the gives transformations

-CN is hydrolyzed in HCl to -COOH

-COCl is converted to ketone by Gilman reagent (CH3)2CuLi

-COOH condensed with an amine gives amide