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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? What type of bonds link the C and O atoms?
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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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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 aledehydes and ketones? 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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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)
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Nucleophilic addition
With HCN, producing cyanohydrins....
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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
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Nucleophilic addition
Elimination CONDENSATION
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- 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.
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