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Acids & derivatives
AQA A-level chemistry carboxylic acids and derivatives year 13
Question | Answer |
---|---|
3 ways of hydrolysing esters | Water Dilute acid Dilute alkali |
Hydrolysis of esters advantages and disadvantages: pure water | Advantages - a more controlled reaction, higher purity of products, separation is easier, side products are avoided, experiment is standardised Disadvantages - reaction rate is slow, requires high energy, reversible, lower yield of products |
Hydrolysis of esters advantages and disadvantages: dilute acid | Advantages - less harsh for the environment, faster than just water, mild reaction conditions Disadvantages - reaction is reversible, less safe, hard to control, undesired products |
Hydrolysis of esters advantages and disadvantages: dilute alkali | Advantages - mild reaction conditions, fewer safety concerns, less harsh for the environment, directional reaction, forms salts, controlled reaction Disadvantages - incomplete conversion, unwanted products, difficult to isolate |
How to remove metal ions from carboxylate salts | By mixing a concentrated mineral acid which will flood it with protons which will strip away the metal ions |
What is the mechanism behind the hydrolysation of an ester | The partially negative oxygen of the water molecule acts as a nucleophile and can attack the partially positive carbonyl carbon. Hydrogen or hydroxide ions can speed up this reaction |
How to form an acyl chloride (formula + reagents) | React a carboxylic acid with phosphorus pentachloride: RCOOH + PCl5 - RCOCl3 + HCl |
Acyl chloride partial charges | There are partial negative charges on both the chlorine and the oxygen which makes the partially positive carbon even more positive compared to other compounds |
A-level mechanism with acyl chlorides and acid anhydrides | Nucleophilic addition-elimination |
Reaction with acyl chloride: water | RCOCl + H2O - RCOOH + HCl |
Reaction with acyl chloride: alcohols | RCOCl + RCH2OH - R1OOCH2R2 + HCl |
Reaction with acyl chloride: ammonia | RCOCl + NH3 - RCONH3 + HCl |
Reaction with acyl chloride: primary amines | RCOCl + RNH2 - RCONH2R’ + HCl |
How to form an acid anhydride (formula + reagents) | 2 carboxylic acids and phosphorus pentoxide: 2RCOOH + P4O10 - R(CO)O(CO)R |
2 products made with hydrolysed fatty acids | Soap and biodiesel |