carboxylic acids and derivatives Flashcards
general formula carboxyliic acids
RCOOH
general formula of esters
RCOOR’
carboxyllic aicds act as
weak acids, donate a proton
carboxylic acids will liberate CO2 from
carbonates
esterferication
reagents, conditions and eqaution
carboxyliic acids + alchol <–> ester + H2O
H2SO4 catalyst
conditition : warming
products of esters hyrolyed in acid/alkaline conditions
alcohols, carboxylic acids or salts of carboxylic acids
common use of esters
perfumes, food flavouring, solvents, platiceriers
alcohol used to form vegetable oils and animal fats
propane-1,2,3-triol (glycerol)
hydrlysis of veg oil and animal fats in alakine conditions products and use
caarboxyllic acid salts and glycerol
the carboxyllic acids formed can be used in soap
biodiesl and its formation
biodiesel is a mixture of methyl esters of long chain carboxylic acids
produced by reacting vegetable oils with methanol in the presnece of a catalyst
structures of acid anhydrides
RCOOCOR’
structure of acyl chlorides
RCOCl
naming acyl chlorides
name ending ‘oyl chloride’
naming acid anhyrides
R R’ anhydride
but it R=R’ then R anhydride
name the R as (…)anoic
acyl chloride or acid anhyride with water functional group formed
carboxyllic acid
acyl chloride or acid anhyride with alchol functional group formed
ester
acyl chloride or acid anhyride with ammonia functional group formed
amide
acyl chloride or acid anhyride with amine functional group formed
N-subsistuted amide
outline the mechanism of reaction of acyl chlorides with water, alcohols, ammonia and primary amines
nucleophilic addition- elimination
lone pair on O or N attracted to C on C=O joining to it breaking C=O to C-O
the O/N now has postive charge and C-O has negative charge on lone pair
lone pair on -:O-C goes to C=O with curly arrow
curly arrow from N+/O+ —H bond to O+/N+ removing H
and C-Cl bond broken
industrial advantages of ethanoic anhydride over ethanoyl chloride in the manufacture of the drug aspirin
cheaper
less corrosive
don’t react with water
safer as the side product is a carboxylic acid where as acyl chloride produce HCl vapors
production of asprin reactants
salicylic acid + ethanoic anhydride