carboxylic acids Flashcards
general formula ca
CnH2nO2
functional group ca
-COOH
types of carboxylic acid
- straight chain
- branched chain
- dicarboxylic acid
why do carboxylic acids have relatively high mp and bp
form H bonds
why are carboxylic acids with a low mr soluble in water
due to h bonding
what do carboxylic acids form in water
dimers
acid
substance that donates H+ ions
why are carboxylic acids weak acids
they only partially dissociate
acid + base >?
salt + water
acid + carbonate >?
salt + water + co2
acid + metal >?
salt + hydrogen
what do carboxylic acids react to form
carboxylate salts
why are carboxylate salts soluble in water
theyre ionic
methanoic acid + potassium hydroxide >
potassium methanoate + water
symbol equation methanoic acid + potassium hydroxide >
HCOOH + KOH > HCOO-K+ + H20
ethanoic acid + sodium >
sodium ethanoate + hydrogen
symbol equation ethanoic acid + sodium >
CH3COOH + NA > CH3COO-Na+ + 1/2 H2
ethanoic acid + magnesium >
magnesium ethanoate + hydrogen
symbol equation ethanoic acid + magnesium >
CH3COOH + MG > (CH3COO-)2 MG2+ + H2
propanoic acid + sodium carbonate >?
sodium propanoate + water + co2
symbol equation propanoic acid + sodium carbonate >?
2CH3CH2COOH + NA2CO3 > 2CH3CH2COONA + H2O +CO2
test for carboxylic acids
- sodium hydrogen carbonate
- effervescence due to co2
esters general formula
CnH2nO2
esters functional group
-coo
what reaction can esters be prepared from
the reaction of a carboxylic acid + alcohol
ethanoic acid + methanol >?
methyl ethanoate + water
how are esters named
after parent alcohol and parent CA
- alcohol portion start of name
- ca portion at end
symbol equation ethanoic acid + methanol >?
CH3COOH + CH3OH >< CH3COOCH3 + H2O
PROPERTIES OF ESTERS
- sweet-smelling liquids, naturally occur in fruits
- lower boiling points and are less soluble in water than carboxylic acids because esters don’t form h bonds
uses of esters
- perfumes
- flavourings
- solvents
- plasticisers
by which 3 methods can esters be prepared in a lab
- ca and alcohol
- acid anhydride and alcohol
- acyl chloride and alcohol
all condensation reactions
condensation reaction
a chemical reaction in which 2 molecules are joined together with the elimination of a small molecule
general equation esterification (ca + alcohol)
RCOOH + HOR1 <> RCOOR1 + H2O
catalyst esterification
conc h2so4
conditions esterfification
heat
ethanoic acid + ethanol symbol equation
CH3COOH + CH3CH2OH <> CH3COOCH2CH3 +H2O
general equation acid anhydride + alcohol
RCOOCOR + R1OH > RCOOR1 + RCOOH
GENERAL EQUATION ACYL CHLORIDE AND ALCOHOL
RCOCl + HOR1 > RCOOR1 + HCl
ETHANOYL CHLORIDE AND METHANOL SYMBOL EQUATION
CH3COCL + HOCH3 > CH3COOCH3 + HCL
what is aspirin an ester of
2 hydroxybenzoic acid
what is aspirin made of
salicylic acid + ethanoic anhydride
why is ethanoic anhydride used rather than ethanoyl chloride to make acid
- less vigorous
- cheaper
- HCl toxic, gaseous product
hydrolysis
breaking of a bond using water
what do the products obtained from the hydrolysis of an ester depend on
the conditions used for the reaction
acid hydrolysis of esters general equation
RCOOR1 + H2O <> RCOOH + R1OH
products of acid hydrolysis of esters
carboxylic acid + alcohol
conditions for acid hydrolysis of esters
heat, reflux and dilute, aqueous acid
symbol equation for acid hydrolysis of propyl ethanoate
CH3COOCH2CH2CH3 + H2O <> CH3COOH + CH3CH2CH2OH
general equation alkaline hydrolysis of esters
RCOOR1 + NaOH > RCOO-Na+ + R1OH
products of alkaline hydrolysis of esters
alcohol and carboxylate salt
conditions of alkaline hydrolysis of esters
heat, reflux and dilute and aqueous NaOH
how can the carboxylic acid be obtained from the sodium salt produced by alkaline hydrolysis of esters
adding an acid
how can triglycerides occur naturally
as animal fats and vegetable oils
what is a triglyceride
a triester of glycerol and fatty acids
structural formula glycerol
CH2OHCHOHCH2OH
IUPAC name for glycerol
propane 1,2,3 triol
what are fatty acids
long chain CA
differeces between fats and oils
- fat solid at room temp
- oil liquid at room temp
what do the triglycerides found in fats often contain
saturated fatty acids
what do the triglycerides found in oils often contain
unsaturated fatty acids
why can triglycerides be hydrolysed under alkaline conditions
they contain ester groups
products of alkaline hydrolysis of triglycerides
glycerol and sodium salt
conditions of alkaline hydrolysis of triglycerides
reflux
what are the sodium salts formed in hydrolysis of triglycerides used as
soaps
what is biodiesel a mixture of
methyl esters of long chain carboxylic acids
how can biodiesel be made
from triglyerides by transeterification
transeterification
vegetable oils reacted with ethanol in presence of KOH catalyst