Esters and Carboxylic Acids (NOT FINISHED) Flashcards
Functional group of carboxylic acids
RCOOH.
C=O and C-OH
Why are the intermolecular forces between carboxylic acid molecules relatively strong
Due to the presence of two polar groups, C=O and C-OH
Why do carboxylic acids have a higher boiling point than alcohols
Each carboxylic acid molecule can form 2 hydrogen bonds but each alcohol molecule can only form one. More energy is needed to break the hydrogen bonds between carboxylic acid molecules.
Why are some carboxylic acid molecules soluble in water
They can form hydrogen bonds with water molecules because it has a polar -COOH group. The -COOH group can form hydrogen bonds with water molecules. ONLY CARBOXYLIC ACIDS 1 to 4 are soluble
Why is benzoic acid only slightly soluble in water
The -COOH group can form hydrogen bonds with water molecules. However, it is only slightly soluble because the benzene ring is non-polar
Describe the reaction, conditions and reagents needed to go from a nitrile to a carboxylic acid
Reaction : Acid hydrolysis
Reagent : Dilute HCl
Conditions : Heat under reflux
nitrile + water + hydrochloric acid =
Carboxylic acid + ammonium chloride
Are carboxylic acids strong or weak acids
Weak. They only partially dissociate in solution
How are carboxylate salts produced
Acid-base reactions
What are the reagents and conditions for acid-base reactions in the production of carboxylate salts
Reagent : AQEUOUS sodium carbonate/hydroxide
Conditions : Room temperature
propanoic acid + sodium carbonate =
sodium propanoate + water + carbon dioxide
What is the test for the -COOH group
Add aqueous sodium carbonate to the compound. Bubble the gas produced into limewater. Fizzing/effervescence is observed. The colourless gas (CO2) turns limewater cloudy
Describe esterification
When a carboxylic acid is heater under reflux with an alcohol in the presence of an acid catalyst such as conc sulfuric acid, an ester is formed
What do carboxylic acids do to carbonates even though they are weak acids
They liberate the CO2 from carbonates.
What type of reaction is it when esters are formed from the reaction between carboxylic acids and alcohols
Reversible reaction
Why is the yield of esters low when produced from reacting carboxylic acids and alcohols
It is a reversible reaction and results in an equilibrium therefore low yield