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Aldehydes and Ketones AH Chemistry Unit 3(b) Functional Group • What is the functional group of the aldehydes and ketones? • What type of bonds link the C and O atoms? Physical Properties • How do the boiling points compare to alkanes? – Why? • How do the boiling points compare to alcohols? – Why? • Can aldehydes and ketones set up hydrogen bonds with each other? • Can they set them up with water? Chemical reactions • What are the characteristic reactions of aledehydes and ketones? – Reduction – Nucleophilic addition – Nucleophilic addition-elimination • Which is more susceptible to nucleophilic attack, aldehyde or ketone? – Why? Oxidation • What reagents can be used to oxidise aldehydes? Reduction • Aldehydes and ketones can be reduced to produce alcohols. • The reducing agent of choice is LiAlH4 - lithium aluminium hydride • Able to transfer a hydride ion to the partially positive carbon atom of the carbonyl group • Musty be carried out in anhydrous conditions (in ether) Nucleophilic addition • With HCN, producing cyanohydrins.... • The cyanohydrins can be hydrolysed to produce hydroxy carboxylic acids Nucleophilic addition-elimination - With hydrazine, H2N-NH2 - Produces hydrozones Nucleophilic addition Elimination CONDENSATION - With 2,4-dinitrophenylhydrazine - Produces 2,4-dinitrophenylhydrozones These products are “derivatives”. They are crystalline solids with characteristic melting points. The melting point of the derivative can be used to identify the orignial carbonyl compound.