π In-Depth Theory
Structure and Properties of Alcohols
ALCOHOLS contain the functional group βOH (hydroxyl group).
GENERAL FORMULA: CβHββββOH
First four members:
Methanol: CHβOH
Ethanol: CβHβ
OH (CHβCHβOH)
Propanol: CβHβOH
Butanol: CβHβOH
PROPERTIES:
Soluble in water β the βOH group forms hydrogen bonds with water.
Higher boiling points than alkanes of similar mass β due to hydrogen bonding between molecules.
Lower members (methanol, ethanol) are liquids at room temperature.
IMPORTANT NOTE: Ethanol is the alcohol in alcoholic drinks.
Methanol is poisonous β even small amounts can cause blindness or death.
Reactions of Alcohols
1. REACTION WITH SODIUM:
Alcohols react with sodium metal to produce hydrogen gas and a metal alkoxide.
E.g. 2CβHβ
OH + 2Na β 2CβHβ
ONa + Hβ
Less vigorous than sodium + water β alcohol βOH is less ionised than water.
2. COMBUSTION β burning in air:
Alcohols burn in air to produce COβ and HβO (complete combustion).
CβHβ
OH + 3Oβ β 2COβ + 3HβO
Clean-burning β used as fuels (ethanol as biofuel).
3. DISSOLVING IN WATER:
Lower alcohols are miscible with water (mix completely).
OH group allows hydrogen bonding with water.
4. OXIDATION β reaction with an oxidising agent:
Alcohols can be oxidised to carboxylic acids.
Ethanol β ethanoic acid (using potassium dichromate as oxidising agent).
This is how wine turns to vinegar β ethanol oxidised to ethanoic acid by bacteria.
Production of Ethanol
Ethanol is produced by two methods:
METHOD 1 β FERMENTATION:
Glucose (from sugar cane or starch crops) + yeast enzymes β ethanol + carbon dioxide.
CβHββOβ β 2CβHβ
OH + 2COβ
Conditions: yeast, ~30Β°C, anaerobic (no oxygen), neutral pH.
Ethanol concentration limited to ~15% β above this, yeast is killed.
Further purification by fractional distillation.
Renewable source β uses plant sugar (carbon neutral in principle).
METHOD 2 β HYDRATION OF ETHENE:
CHβ=CHβ + HβO β CβHβ
OH
Conditions: HβPOβ catalyst, ~300Β°C, high pressure.
Source: ethene from cracking crude oil β non-renewable.
Pure ethanol produced directly β no distillation needed.
Continuous process β faster than fermentation.
COMPARISON:
Fermentation: renewable, low temperature, batch process, dilute product, uses cheaper raw materials.
Hydration: non-renewable (fossil fuels), continuous, pure product, higher energy costs.
β οΈ Common Mistake
Ethanol (not methanol) is the alcohol in drinks. Methanol is highly toxic. Fermentation uses GLUCOSE and YEAST β not alkenes. Hydration uses ethene and steam with a phosphoric acid catalyst. The two production methods use different raw materials and conditions.
π Key Note
Alcohols: βOH group, CβHββββOH. Reactions: + Na (hydrogen gas), combustion (COβ + HβO), dissolve in water, oxidation β carboxylic acid. Ethanol production: fermentation (CβHββOβ, yeast, 30Β°C, renewable) or hydration of ethene (HβPOβ, 300Β°C, non-renewable, pure product).
π― Test Yourself
Question 1 of 2
1. What are the conditions needed for fermentation of glucose to produce ethanol?
Phosphoric acid catalyst, 300Β°C, high pressure
Nickel catalyst, 200Β°C, hydrogen gas
High temperature, acidic conditions, no catalyst needed
Yeast, approximately 30Β°C, anaerobic conditions (no oxygen)
2. What is the advantage of fermentation over hydration for ethanol production?
Fermentation is faster β produces more ethanol per hour than hydration
Fermentation is a continuous process β more efficient than batch fermentation
Fermentation produces purer ethanol β no need for further purification
Fermentation uses renewable plant sugars (sustainable); hydration uses ethene from crude oil (non-renewable)