26 Compounds Containing The Carbonyl Group Flashcards
Ketone
C=O in the middle of the chain
Shorter chain ketone mixes completely with water because of the hydrogen bonding, as the length increases it becomes less soluble in water
Nucleophilic addition
:CN- ion can attack either side of the C=O
Oxidation
Acidifed by potassium dichromate (1V)
Ketone can’t be oxided
Fehling’s test
Aldehyde.
Blue to brick red
Ketone
No reaction
Silver mirror
Aldehyde
Silver mirror formed
Ketone
No reaction
Reduction
Reducing agent NaBH4
Carboxylic acid
Properties
Less than 4 carbons is soluble in water
Higher melting point than the alkanes
end in -oic acid
pure ethanic acid can freeze on a cold day
smells like vinegar
(Carboxylic acids are weak acids but will liberate CO from carbonates)
Ester
Short chain esters are fairly volatile and have fruity smells
used as sovalents
long chains are fats and oil
cleaning agents
carboxylic acids react with alcohol to form a ester
Aldehyde
Happens at the end of the chain
Shorter chain aldehyde mixes completely with water because of the hydrogen bonding, as the length increases it becomes less soluble in water
Reactivity of carboxylic acids
C+ is open to attack
O- to the c=o may be attacked by a positively charged thing
Carboxylic acids are proton donors
They form ionic salts with more reactive metals
Loss of a proton
Hydrogen is lost from the OH
This delocalisation makes the resulting ion more stable
Formation of esters
Carboxylic acid react with alcohols to form esters and sped up by using a strong acid catalyst.
Hydrolysis of esters
Ester = carboxylic acid and alcohol
H+ catalyst
Use of esters
Animal fat and vegetable oils
Oils and fats contain three molecules of long chains carboxylic acids called fatty acids
Can be hydrolysis by boiling sodium hydroxide, glycerol and mixture of sodium salts are formed ( the salts are soaps)
(solvents, plasticisers, perfumes and food favourings)
Uses of glycerol
Readily forms hydrogen bonds
Very soluble on water
Used to prevent ointments and creams from drying out
Used as a solvent
Biodiesel
Source of fuel
Renewable
Rape seed oil reacted with methanol to make biodiesel
potassium dichromate and alcohols
orange to green
what is a nucleophile?
electron pair donator
common nucleophiles
Cyanide ion :CN- [CN is dangerous because the gas escaping is toxic ] hydroxide ion OH- chloride ion CL- ammonia NH3 amines RNH2 C=C bonds
reduction reaction
use H- as a nucleophile
NaBH4 (reducing agent)
reacts with the C=O bond
test for oxygen
relit split
test for hydrogen
squeaky pop
test for carbon dioxide
cloudy lime water
test for sugar
Benedict solution
test for starch
iodine test
test for carboxylic acid
universal indicator
test for metal carbonate
acid
carbon dioxide
test for alkene
bromine water
what is bonding of propane propanal propone propanol propanoic acid
propane -van der walls propanal - dipole-dipole bonding propone - dipole-dipole bonding propanol - hydrogen bonding propanoic acid - hydrogen bonding
melting curve
shows what happens when a substance heats up
the two horizontal flat parts are called plateaus or phase changes, where there is a change of state
melting [solid to liquid]
boiling [liquid to gas]
cooling curve
shows what happens when a substance cools down
2 changes of state
condensation [gas to liquid]
freezing [liquid to solid]
how do metal hydrogen carbonates react?
e.g NaHCO3
makes carbon dioxide + water
react with ethanic acid
HaHCO3 + CH3COOH — CO2 + H2O + CH3COONa
how does NaOH react
react with ethanic acid
NaOH + CH3COOH —- CH3COONa + H2O
how does metal carbonates react?
e.g. NaCO3
carbon dioxide + water + sodium
react with ethanic acid
Na2CO3 + 2CH3COOH —– CO2 + H2O + 2CH3COONa
true or false
hydrosis of an ester makes a reacement
true
hydrolysis is adding water
needed it to make an acid-base
ammonia and acid chloride
amide
ammonia abd anhydride
amide
amine and acid chloride
N-substitued amide
amine and anhydride
N-substitued amide
alcohol and acid chloride
carboxylic acid
alcohol and anhydride
carboxylic acid
uses of acylation reactions
ethanoic anhydride
cheaper
less corrosive
doesn’t react with water
safer byproduct of its reaction is ethnic acid
hydrolysis of esters
Esters can be hydrolysed in acid or alkaline conditions to form alcohols and carboxylic acids or salts of carboxylic acids.
Vegetable oils and animal fats can be hydrolysed in alkaline conditions to give soap (salts of long-chain carboxylic acids) and glycerol.