Carboxylic Acids And Esters Flashcards
When naming esters the first part of the name comes from….. and the second part comes from…..
…..alcohol
…..carboxylic acids
Esters are formed from….
Carboxylic acids and alcohols
What is always the by product when forming Esters
Water
What catalyst is used to form ester from carboxylic acid and alcohol
Conc H2SO4
Hydrolysis of esters is when
Esters are hydrolysed back to their constituent carboxylic acids and alcohol using water
What are the two types of hydrolysis
Acid catalysed hydrolysis and base catalysed hydrolysis
What is the reactants and products of an acid catalysed hydrolysis
Ester + H2O ==(conc H2SO4)==> carboxylic acid + alcohol
Base catalysed hydrolysis uses what catalyst
Warm aqueous NaOH
What is the equation for a base catalysed hydrolysis
Ester + H2O ==(NaOH)==> salt (sodium…..) + alcohol
What is the equation for acid hydrolysis
Triester + 3H2O ==(reflux conc acid catalyst)==> propane-1,2,3-triol + 3 x ester
Base hydrolysis equation
Triester + 3NaOH ==(reflux)= => propane-1,2,3-triol + soap (carboxylic acid salts)
What is biodiesel
A mixture of methyl esters
What is biodiesel used for
-To conserve crude oil supplies
-reduce the amount of co2 released
Uses of esters are
- solvents
-plasticisers
-perfumes
-flavourings
Equation for biodiesel
Tri-ester + 3CH3OH ==(NaOH) ==> propane-1,2,3-triol + 3x methyl ester
All acyl chlorides have a name ending in….
… ‘oyl chloride’
Dehydration of carboxylic acids become…
…acid anhydrides
Nomenclature of an acid anhydride
……..oic anhydride
Acyl chloride + water makes…
Carboxylic acid
Acyl chloride + alcohol makes….
Ester
Acyl chloride + ammonia makes
Amide
Acyl chloride + amine (ethylamine)
N- substituted amide
What is the mechanism called for acyl chloride + water/alcohol/ammonia/amines
Nucleophilic addition-elimination
Naming amines
…….amine or amino ‘alkane’
Naming amides
…anamide
By product is HCL for which reactions
Acyl chloride and water/alcohol/ammonia/amine
What else is formed in when acyl chloride and ammonia react
Ammonium chloride
NH4Cl
How do we know HCl is produced
White misty fumes
What else is produced when acyl chloride and amine react
Ammonium chloride salt
Nucleophilic addition elimination mechanism key points
- arrow from c=o onto O
-arrow from nucleophile to c+ - draw it out again with nucleophile attached
- O reforms C=O bond
- C-Cl bond breaks
-arrow from nucleophile and H goes to the nucleophile
Why are acid anhydrides more commonly used over acyl chlorides
- they are cheaper
-less corrosive
-don’t react with water
-safer as side product is carboxylic acid whereas acyl chloride produces HCl