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Aldehydes and Ketones AH Chemistry, Unit 3(b)
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Functional group What is the functional group of the aldehydes and ketones?
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Physical properties How do the boiling points compare to alkanes?
Why? How do the boiling points compare to alcohols?
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Hydrogen bonding Can aldehydes and ketones set up hydrogen bonds with each other? Can they set them up with water?
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Chemical reactions What are the characteristic reactions of aldehydes and ketones? Oxidation / Reduction Nucleophilic addition Nucleophilic addition-elimination Which is more susceptible to nucleophilic attack, aldehyde or ketone? Why?
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Oxidation What reagents can be used to oxidise aldehydes?
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Tollens’ reagent
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Fehling’s solution
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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 Must be carried out in anhydrous conditions (in ether)
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Nucleophilic addition
With HCN, producing cyanohydrins.... 1 2 +
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The cyanohydrins can be hydrolysed to produce hydroxy carboxylic acids
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Nucleophilic addition-elimination
With hydrazine, H2N-NH2 Produces hydrozones Also referred to as “condensation”.
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Specific example 2,4-dinitrophenylhydrazine
Produces 2,4-dinitrophenylhydrozones
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These products are “derivatives”.
They are crystalline solids with characteristic melting points. The melting point of the derivative can be used to identify the original carbonyl compound.
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