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Biological Chemistry FIRST YEAR ORGANIC CHEMISTRY Lecture Seven Aldehydes & Ketones Convenor : Dr. Fawaz Aldabbagh
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Aldehydes and Ketones O 1s 2, 2s 2 2p 2 2p 1 2p 1 3 sp 2 orbitals
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Most Reactive Group – electrons + polarisation Useful in Synthesis Names al – aldehydes, one - ketones Methanal (formaldehyde) Ethanal (acetaldehyde) Propanal Pentanal
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Benzaldehyde trans-Cinnamaldehyde Formalin, 35-40% formadehyde in water Preservative that reacts with proteins causing them to resist decay Coelacanth, “prehistoric fish”
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Propanone (ACETONE) Butanone Acetophenone Benzophenone 3-Methyl-2-pentanone
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Carbonyls readily undergo Nucleophilic Attack cis and trans isomers possible - H 2 O ANHYDROUS
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The reaction is acid-catalysed Equilibrium Reactions Other Condensation Reactions
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Acid-Catalysed Acetal Formation Reversed with acid and water Acetal is stable under basic conditions
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Addition of Hydrogen Cyanide Nucleophilic addition reactions
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Professor Victor Grignard (1912 Nobel Prize) Developed this chemistry with Professor P. A. Barbier
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Examples 2. H 3 O +
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-Hydrogens next to Carbonyl Groups are relatively acidic
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Keto-Enol Tautomerism The negative charge is delocalised C=O bond stronger than C=C bond so equilibrium lies towards keto-tautomer Enol formation can be acid or base catalysed
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