Chapter18 - Addition Elimination 7 Acyl Substitution With...

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1 1 Carbonyl Compounds – a Preview See end of Chapter 18 Based on McMurry’s Organic Chemistry , 6 th edition Ronald Kluger University of Toronto 2 The Carbonyl Group ± Several major classes of compounds contain C=O ± Many important every-day materials are carbonyl compounds 3 Kinds of Carbonyl Compounds ± They have the acyl group in common 4 The Carbonyl Group ± Carbon-oxygen double bond ± Carbon is sp 2 with one π bond to oxygen ± Polar, with electron density to oxygen
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2 5 III. Reactions of C=O Compounds ± Nucleophilic addition to carbonyl carbon is common first step 6 Substitutions via Additions and Eliminations ± In aldehydes and ketones, with Nuc- get C=Nuc
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Unformatted text preview: Addition Elimination 7 Acyl Substitution With acid chlorides, esters, anhydrides, amides and nucleophiles Addition then departure of leaving group from intermediate 8 Enolization and -substitution Remove of a proton from carbon then addition to anion Via enolate Brnsted base removes proton in contrast to addition 3 9 Condensation Reactions Combine two molecules and make a new carbon-carbon bond Removal of proton to form anion Addition to carbonyl of another molecule Example- Aldol condesation...
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This note was uploaded on 04/18/2011 for the course CHM 151 taught by Professor Dong during the Winter '08 term at University of Toronto- Toronto.

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Chapter18 - Addition Elimination 7 Acyl Substitution With...

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