carboxylic acids and derivatives Flashcards
how are carboxylic acids produced
oxidation of primary alcohols under reflux
what does a carboxylic acid dissociate to ?
RCOO- and H+
what do carboxylic acids produce when react with a carbonate
a carbonate salt, water and CO2
why are small chain carboxylic acids soluble in water
can form hydrogen bonds with water molecules between a lone pair on an oxygen atom and a delta positive hydrogen atom
how are esters produced ?
esterification reaction
carboxylic acid + alcohol in the presence of a strong acid catalyst
what are esters give some properties and a use
sweet smelling compounds
low boiling points
good solvents for other polar molecules
used in perfumes and food flavouring
how are triglyceride esters produced
glycerol undergoes esterification
what is biodiesel produced from
vegetable oils and methanol in the presence of a strong acid catalyst
product of ester hydrolysis under acidic conditions
alcohol and carboxylic acid
product of ester hydrolysis under alkaline conditions and why
carbonate salt + an alcohol
the carboxylic acid produced reacts with the base further to form a salt
what is the production of this salt called ?
saponification
why are salts produced from esters used as soaps
they have hydrophilic and hydrophobic properties
give the 3 main derivatives of carboxylic acids
acid anhydrides
acyl chlorides
amides
how are acid anhydrides formed
water is removed from 2 carboxylic acids
how do acyl chlorides react and why
violently
due to very polar COCl group
what reactions do those 3 carboxylic acid derivatives undergo
nucleophilic addition-elimination
product of acyl chloride + water
carboxylic acid
product of acyl chloride + alcohol
ester
product of acyl chloride + ammonia
amide
product of acyl chloride + amine
N substituted amide
what is aspirin and what is it produced from
an ester
produced from salicylic acid and ethanoic anhydride
why is ethanoyl chloride not used in industry to produce aspirin ?
it is expensive and produces harmful HCl fumes so ethanoic anhydride is much safer