Carboxylic Acids and Derivatives: Carboxylic Acids and Esters - Reactions of Esters Flashcards
What does hydrolysis mean?
- Hydrolysis is a reaction where a bond is broken using water
What type of catalysts are used to speed up the hydrolysis of esters?
- Acids (acid hydrolysis)
- Alkalis (base hydrolysis)
What conditions are needed for acid hydrolysis of esters?
- Dilute acid catalyst
- Under reflux
Give the general word equation for acid hydrolysis
- Ester + water ⇌ carboxylic acid + alcohol
- Reflux and acid catalyst on top of ⇌
- Esters broken into the carboxylic acid and alcohol they were formed from
What conditions are needed for base hydrolysis of esters?
- Dilute base
- Under reflux
Give the general word equation for the base hydrolysis of esters
- Ester + OH- → carboxylate ion* + alcohol
- Reflux above →
- *Becomes sodium salt
Give the general structural formula of base hydrolysis
- RCOOR’ + OH- → RCOO- + R’OH
- Reflux above →
Give the word and structural equation for the base hydrolysis of methyl ethanoate
- Methyl ethanoate + OH- → ethanoate ion* + methanol
- CH3COOCH3 + OH- → CH3COO- + CH3OH
- Reflux above →
- *CH3COO- becomes CH3COONa (sodium salt)
Give the word and structural equation for the acid hydrolysis of methyl ethanoate
- Methyl ethanoate + water ⇌ ethanoic acid + methanol
- CH3COOCH3 + H2O ⇌ CH3COOH + CH3OH
Is acid or base hydrolysis more favoured?
- Base hydrolysis
- Equilibrium lies more to the right hand side and the reaction is quicker
- In acid hydrolysis, the reaction is reversible so the equilibrium doesn’t lie as far to the right
Which alcohol are the esters of vegetable oils and animal fats made from?
- Propane-1,2,3-triol
- AKA glycerol
Which biological molecules makes up animal fats and vegetable oils?
- Triglycerides
What type of organic compound makes up the fatty acids in triglycerides?
- Carboxylic acids
- Can be saturated or unsaturated
Do the 3 fatty acid chains in a triglyceride have to be made of the same carboxylic acids?
- No
What is saponification?
- The base hydrolysis of a triglyceride (using sodium hydroxide) to form glycerol and the sodium salts of the long chained carboxylic acids
- The sodium salts (e.g sodium stearate) are used to make soap