carboxylic acids Flashcards
what is a carboxylic acid
alcohol group bonded to a carbonyl group
equation for carboxylic acids and carbonates
-2CH3COOH + Na2CO3 = 2CH3COONa + CO2 + H20
test for carboxylic acids
carbonates
-observe fizzing because of carbon dioxide produced
what happens if 2 molecules of water are next to carboxylic acids
hydrogen bonds form as oxygens have lone pairs and partial negative charges
properties of COOH
soluble in water
higher melting points because they form dimers
dimer
when two molecules hydrogen bond together
carboxylic acid with metal
forms salt and hydrogen
methanoic acid and sodium oxide reaction
form sodium methanoate and water
methanoic acid reacts with sodium carbonate to form
sodium methanoate
-water
carbon dioxide
COOH react with metal oxides and hydroxides to form
metal salts and water
COOH react with metal carbonates to form
metal salts
-water
-carbon dioxide
carboxylic acid ion
ethanoate ion eg
carboxylate ions
butanoate
propanoate
ethanoate
when to carboxylate ions form
found in salts produced when carboxylic acids react with metals
metal oxides or hydroxides
or metal carbonates
how do carboxylic acids act as acids
they lose hydrogen ions aka lose protons
-they lose hydrogen which leaves oxygen with negative charge but molecule more stable because electrons delocalized and charge spread between double bonded oxygen and oxygen from alcohol and carbon
structural formula of simple ester
HCOOCH3
ethanoic acid and ethanol products of reaction
ester and water
formation of esters
carboxylic acids+ alcohol = ester + water
what acids could we use as reagents when forming esters
HCL
-H2SO4
conditions for making esters
concentrated drops of sulfuric acid and heat reaction
naming esters
treat chain with first carbon with highest priority
-only make root name from carbons until double bond
-number of carbons plus anoate as root of name eg ethanoate
-propylethanoate
-or eg propyl 4-methylpentanoate
whats the alcohol part
the shortest part next to the ester functional group that comes first in the name
type of reaction between forming esters
reversible reaction
conditiions required for hydrolysis of esters
presence of strong acid
-acid catalyst
products when propyl methanoate is hydrolysed by sodium hydroxide
sodium methanoate
hydrolysis of ester under acidic conditions products
acid catalyst
-results in acid and alcohol
alkaline conditions for hydrolysis of ester products
-salt
-alcohol
-alkali consumed in reaction
-non reversible- no equilibrium
name of molecule with 2 hydroxyl groups
diol
IUPAC name for glycerol
propane-1,2,3-triol
difference between oil and fat
oil liquid at room temp and fat solid
is an ester an oil or fat
fat
-melting point 32
uses of esters
moisturisers
-medicine
-biodiesel
best fuels made from which esters
methyl esters
why is fuel from esters better than other fuel
because is releases less pollutants and is more efficient
reaction to produce methyl ester and glycerol
ester plus alcohol = glycerol plus ester
how is biodiesel produced
made of molecules that are esters
-formed by carboxylic acids with long chains and alcohols with short chains
-produced by reacting vegetable oil methanol in the presence of a strong alkali catalyst
carboxylic acid derivatives
acyl chlorides
-acid anhydrides
-esters
carboxyl group derives from carboxylic acid
acyl group
acid chlorides
molecules with chlorine next to carboxyl group
general formula for acyl chlorides
RCOCL
equation between ethanoic acid and sulfurous dichloride
CH3COOH + SOCL2 = CH3COCL + SO2 + HCL
shape of SOCL2
trigonal pyramidal
-bond angle 107
naming acyl chlorides
-root number of carbons next to double bond oxygen
-add noyal chloride
-eg ethanoyl chloride
acid anhydride
2 carboxylic acids and remove 2H and O
-product acid anhydride - because dehydrated
-reversible reaction
naming acid anhydrides
first name number of carbons and name as propanoic or ethanoic and anhydride at the end
definition for acid anhydrides
two acyl groups bonded to the same oxygen atom
-or 2 carbonyl groups bonded to the same oxygen atom
general formula for acid anhydrides
R1COOCOR2
properties of acyl chlorides and acid anhydrides
-smell of acids they are dervied from
-react with water
acyl chloride reaction with water
produces ethanoic acid and HCL
reaction between acid anhydride and water
2 molecules of methanoic acid
whats elimination reaction
two pi bonds break and sigma bonds form
products of alcohols and acyl chlorides
esters and hydrogen chloride
amide
double bond oxygen with nitrogen
nitrogen bonded to carbonyl group
equation for reaction between ethanoyl chloride and excess ammonia
CH3COCL + 2NH3 = CH3CONH2 + NH4CL