Alcohols Flashcards
Naming OH groups as side chain
2-hydroxyethanenitrile
2-hydroxyethylamine
Aldehyde
RCHO
e.g. ethanal, propanal
Ketone
RCOR
e.g. propanone, pentan-2-one
Carboxylic Acid
RCOOH
e.g ethanoic acid, propanoic acid
Classification
Producing ethanol
Key reaction: anaerobic respiration
Reaction name: fermentation
C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2
Conditions: yeast enzymes, temp 35℃, no O2
No O2 as ethanol formed may oxidise to ethanoic acid
Hydration of ethene advantages and disadvantages
advantages:
large scale production method, high purity product made
disadvantage:
high temp/ pressure needed increasing cost, crude oil is non-renewable
Fermentation
advantages:
uses renewable sources, low cost
disadvantages:
slow RoR, impure ethanol made needs distilling
Biofuels
advantages:
considered carbon neutral, come from renewable raw materials
disadvantages:
many other carbon costs in production, so not carbon neutral ( CO2 released during transport), food prices rise as crops used for biofuels
Elimination reaction
reaction name: dehydration
CH3CH2OH → CH2=CH2 + H2O
conditions: hot conc. H2SO4
Oxidation of Primary Alcohols to an Aldehyde
Reagent: Acidified K2Cr2O7
Observations: Orange → Green
Conditions: Heat under distillation
Oxidation of Aldehyde to a Carboxylic Acid
Reagent: Acidified K2Cr2O7
Conditions: Heat under reflux
Oxidation of Primary Alcohols to a Carboxylic Acid
Reagent: Acidified K2Cr2O7
Observations: Orange → Green
Conditions: Heat under reflux, excess oxidising agent
Oxidation of Secondary Alcohols to a Ketone
Reagent: Acidified K2Cr2O7
Observations: Orange → Green
Conditions: Heat under reflux or distillation
What type of alcohol cannot be oxidised?
tertiary
Oxidation of propane-1,2,3- triol under distillation and reflux
Distillation
- turn water supply on to condenser
- heat flask
- use thermometer to maintain temp at BP of ethanal
- ethanol vapours condense back to liquid in condenser
- ethanol collected in cooled container to avoid vaporising
Reflux
- connect condenser vertically and turn on water supply on
- heat flask
- ethanal will form by oxidation and will vaporise
- ethanal will condense on side of condenser and fall back into reaction container
- ethanal will oxidise again to form ethanoic acid
Why is reflux used to oxidise a primary alcohol to a carboxylic acid?
- Reflux doesn’t allow any reactant vapour to escape
What happens to the aldehyde as it is produced during distillation?
- The aldehyde forms as a vapour and escapes from the reaction mixture into the condenser
Why is distillation used when producing an aldehyde from a primary alcohol?
- Distillation allows the aldehyde to escape the reaction mixture and prevents further oxidation
Ethanol can be oxidised to ethanal or ethanoic acid. Describe how ethanal can be made in high yield, as opposed to ethanoic acid
- Use distillation
- Heat at the boiling point of ethanal
- Collect ethanal as it is distilled off
Silver mirror test
reagent- tollen’s reagent
condition- warm gently
aldehyde- silver mirror forms
ketone- NVC
Fehlings test
reagent- fehlings solution
condition- warm gently
aldehyde- blue solution to brick red ppt
ketone- NVC
Test for carboxylic acid
reagent- sodium carbonate (Na2CO3)
condition- room temp
observation- effervescence