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Acids & derivatives

AQA A-level chemistry carboxylic acids and derivatives year 13

QuestionAnswer
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
Created by: Study_B
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