carboxylic acids and esters Flashcards
solubility of carboxylic acids
hydrogen bonds form between the -OH of the carboxyl group and water
solubility decreases as chain length increases as a larger proportion of the molecule is non-polar
acid reactions of carboxylic acids
carboxylic acids are weak acids
they react with metals, metal oxides, hydroxides and carbonates to for carboxylate salts
naming esters
alkyl alkanoate
alkyl from alcohol
alkanoate from carboxyl
preparation of an ester from an alcohol and carboxylic acid
reagents = alcohol and carboxylic acid
conditions = H2SO4 catalyst and heat
forms an ester and water
preparation of an ester from an acyl chloride and an alcohol
reagents = alcohol and acyl chloride
conditions = room temperature
forms an ester and HCl
preparation of an acyl chloride from a carboxylic acid
reagents = SOCl2 and carboxylic acid
conditions = anhydrous
forms an acyl chloride, HCl and SO2
preparation of a carboxylic acid from an acyl chloride
reagents = acyl chloride and water
forms a carboxylic acid and HCl
preparation of an ester from an acid anhydride and alcohol
reagents = acid anhydride and alcohol
conditions = gentle heat and anhydrous
forms an ester and a carboxylic acid
hydrolysis
breaking of a covalent bond by its reaction with water
acid-catalysed hydrolysis of an ester
reagents = aqueous acid (HCl)
conditions = heat under reflux
forms a carboxylic acid and an alcohol
base-catalysed hydrolysis of an ester
reagents = aqueous alkali (NaOH)
conditions = heat under reflux
forms a carboxylate salt and an alcohol
acid anhydride
examples
CH3COOCOCH3
W shaped