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Experimental Reports Today is the final practical
Get dry weights for % yield, melting points by next week All reports must be handed up to your demonstrators no later than one week from today – otherwise marks will be lost
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Reactions of Aldehydes and Ketones
Experiment 18 Reactions of Aldehydes and Ketones
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Introduction Aldehydes and ketones are carbonyl compounds
Undergo similar types of reactions – addition, condensation and substitution reactions Aldehydes more reactive then ketones
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Introduction Aldehydes can be oxidized, ketones can not be oxidized
Fehlings test uses this principle to distiguish between the two types of compound Accompanied by formation of a red precipitate
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Fehlings Test Aldehydes oxidized to carboxylic acids
Ketones not oxidized Precipitate due to formation of insoluble Cu+1 as Cu2O – indicates presence of aldehyde
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Derivative Formation One derivative of each class of compound will be prepared A semicarbazone derivative of a ketone will be formed A phenylhydrazone derivative of an aldehyde will be formed
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Nucleophilic Addition Reaction
Addition of semicarbazine/hydrazine reagent to the carbonyl compound results in semicarbazone/hydrazone formation Imine functional group is formed
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Hydrazone formation
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Experimental – Fehlings Test
To 6 drops of Fehlings solution in a test tube add 3 drops of propanal Heat in the water bath for 2 mins Red precipitate indicated oxidation of aldehyde Repeat with butanone – record observations & comment on the results
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Experimental – Semicarbazone Formation
Dissolve 2.0 g of semicarbazide hydrochloride and 2.0 g of sodium acetate in 10 ml water Add 2 ml butanone and heat for 15 min on the water bath Cool to room temperature & collect the crude crystals
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Experimental – Semicarbazone Formation
Wash with water Recrystallise from aqueous ethanol Allow to dry on the Hirsch funnel Record the yield in g, the melting point, and % yield of the dry crystals Include a mechanism for the reaction in your experimental report
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Experimental – hydrazone formation
To 1.0 ml of propanal add 10 ml ethanol and 25 ml of the 2,4-dinitrophenylhydrazine solution Heat for 5 mins and allow to cool Isolate the crystals on the Hirsch funnel Allow to dry, record the yield in g, the melting point and % yield of crystals
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Report Introduction Observsations & conclusions from Fehlings tests & derivative formation % yield & mp of semicarbazone Mechanism of semicarbazone formation % yield & mp of phenylhydrazone Discussion of all results and reactions
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Experimental Reports Today is the final practical
Get dry weights for % yield, melting points by next week All reports must be handed up to your demonstrators no later than one week from today – otherwise marks will be lost
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