Chemistry/Chapter 10: Hydroxy Compounds
10.1 Manufacture of Ethanol
Ethanol (\(CH_3CH_2OH\)):
Explanation level
Introduction
Ethanol (also called ethyl alcohol) is one of the most important organic compounds. It is widely used as a fuel, a solvent, a disinfectant, and in the manufacture of many industrial chemicals.
Ethanol can be manufactured by two main methods:
- Fermentation of glucose
- Catalytic hydration of ethene
Each method has its own advantages and disadvantages. This section explains both methods and compares them.
Definition
Ethanol (CH3CH2OH): Ethanol is an alcohol with the molecular formula C2H5OH. It is the alcohol found in alcoholic beverages and is widely used as a fuel, solvent, and disinfectant.
In simple words: Ethanol is an alcohol that can be made by fermenting sugar or by reacting ethene with steam.
Main Idea
There are two methods for manufacturing ethanol:
- Fermentation — glucose from plants is converted to ethanol and carbon dioxide by yeast enzymes in the absence of oxygen.
- Catalytic hydration of ethene — ethene from crude oil is reacted with steam at high temperature and pressure in the presence of an acid catalyst.
Each method has different raw materials, conditions, and advantages.
Core Concept
| Feature | Fermentation | Catalytic Hydration |
|---|---|---|
| Raw material | Glucose (from plants) | Ethene (from crude oil) |
| Source type | Renewable | Non-renewable |
| Process type | Batch | Continuous |
| Reaction speed | Slow | Fast |
| Temperature | 25-35°C | 300°C |
| Pressure | Atmospheric | 6000 kPa / 6 atm |
| Catalyst | Enzymes (from yeast) | Phosphoric acid (H3PO4) |
| Product purity | Impure (needs distillation) | Pure |
| Energy requirement | Moderate | High |
Key point: Fermentation uses renewable resources and is a slow batch process; hydration uses non-renewable resources and is a fast continuous process.
Detailed Explanation
1. Making Ethanol by Fermentation
What happens:
When aqueous glucose is mixed with yeast and left for several days at 25-35°C in the absence of oxygen, enzymes present in yeast convert the glucose into ethanol and carbon dioxide.
Equation:
C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2(g)
Key features:
- The fermentation process produces 10-15% ethanol.
- The yeast is killed beyond this concentration.
- The ethanol is separated from the mixture by fractional distillation, which gives 96% pure alcohol — also called rectified spirit.
- The remaining 4% of water cannot be removed by fractional distillation.
- Rectified spirit is converted into 100% pure ethanol by using a dehydrating agent such as concentrated H2SO4.
Advantages of fermentation:
- Uses renewable resources (glucose from plants)
- Uses low energy levels
Key point: Fermentation uses yeast enzymes to convert glucose into ethanol and carbon dioxide. It produces 10-15% ethanol, which is then distilled to 96% purity.
2. Making Ethanol by the Hydration of Ethene
What happens:
Ethanol is produced when steam is added to ethene at 300°C and 6000 kPa / 6 atm in the presence of phosphoric acid as a catalyst.
Equation:
CH2 = CH2(g) + H2O(g) H3PO4→ CH3CH2OH(g)
Key features:
- Only 4% of ethene is converted into ethanol.
- The ethanol produced is condensed into liquid and unreacted ethene is recycled in the process.
- By repeating these steps, 96% ethanol is produced.
- This method uses non-renewable resources and high energy levels.
Key point: Hydration of ethene uses steam and a phosphoric acid catalyst to produce ethanol at high temperature and pressure. Unreacted ethene is recycled.
Comparison of Hydration and Fermentation
The source provides the following comparison table:
| Hydration of Ethene | Fermentation of Glucose |
|---|---|
| The raw material is ethene, which comes from crude oil (non-renewable source) | The raw material is glucose, which comes from plants such as sugar cane (a renewable source) |
| Continuous process (efficient) — the reaction occurs as long as the reactants are constantly provided | Batch process (less efficient) — all the reactants are mixed in a reaction vessel and left for several days to react. A new reaction is set up when the first batch of reaction is over |
| Is a fast reaction | Is a slow reaction |
| Produces pure ethanol | Produces impure ethanol, so needs further processing |
| Requires high temperature and pressure, so needs a lot of energy | Requires moderate temperature, so less energy required |
Key point: Hydration is fast, continuous, and produces pure ethanol but uses non-renewable resources and high energy. Fermentation is slow, batch, and produces impure ethanol but uses renewable resources and less energy.
Summary Table
| Feature | Fermentation | Hydration of Ethene |
|---|---|---|
| Raw material | Glucose (from plants) | Ethene (from crude oil) |
| Source type | Renewable | Non-renewable |
| Process type | Batch | Continuous |
| Reaction speed | Slow | Fast |
| Temperature | 25-35°C | 300°C |
| Pressure | Atmospheric | 6000 kPa / 6 atm |
| Catalyst | Enzymes (from yeast) | Phosphoric acid (H3PO4) |
| Product purity | Impure (10-15% ethanol) | Pure |
| Energy requirement | Moderate | High |
| Equation | C6H12O6 → 2CH3CH2OH + 2CO2 | CH2=CH2 + H2O → CH3CH2OH |
Intermediate Level
Fermentation:
- Raw material: Glucose (from plants)
- Source: Renewable
- Process: Batch
- Temperature: 25-35°C
- Catalyst: Enzymes (from yeast)
- Product: 10-15% ethanol → distilled to 96%
- Energy: Moderate
Equation: C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2(g)
Hydration of Ethene:
- Raw material: Ethene (from crude oil)
- Source: Non-renewable
- Process: Continuous
- Temperature: 300°C
- Pressure: 6000 kPa / 6 atm
- Catalyst: Phosphoric acid
- Product: Pure ethanol
- Energy: High
Equation: CH2 = CH2(g) + H2O(g) H3PO4→ CH3CH2OH(g)
Key point: Fermentation uses renewable resources and is a slow batch process; hydration uses non-renewable resources and is a fast continuous process.
Solved Example
Example: Write the Equation for the Fermentation of Glucose
Question: Write the balanced chemical equation for the fermentation of glucose to ethanol.
Solution:
C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2(g)
Final Answer: C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2(g)
Example: Write the Equation for the Hydration of Ethene
Question: Write the balanced chemical equation for the hydration of ethene to ethanol.
Solution:
CH2 = CH2(g) + H2O(g) H3PO4→ CH3CH2OH(g)
Final Answer: CH2 = CH2(g) + H2O(g) H3PO4→ CH3CH2OH(g)
Important Points
- - Ethanol can be manufactured by fermentation or catalytic hydration.
- - Fermentation:
- - Glucose + yeast → ethanol + carbon dioxide
- - Temperature: 25-35°C
- - No oxygen needed
- - Produces 10-15% ethanol
- - Distilled to 96% pure alcohol (rectified spirit)
- - Uses renewable resources (plants)
- - Slow batch process
- - Equation: C6H12O6 → 2CH3CH2OH + 2CO2
- - Hydration of Ethene:
- - Ethene + steam → ethanol
- - Temperature: 300°C
- - Pressure: 6000 kPa / 6 atm
- - Catalyst: Phosphoric acid (H3PO4)
- - Produces pure ethanol
- - Uses non-renewable resources (crude oil)
- - Fast continuous process
- - Equation: CH2=CH2 + H2O → CH3CH2OH
- - 96% pure alcohol is also called rectified spirit.
- - 100% pure ethanol is obtained by using a dehydrating agent such as concentrated H2SO4.
Remember
- - Two methods: fermentation and hydration.
- - Fermentation: glucose + yeast → ethanol + CO2.
- - Temperature: 25-35°C.
- - Produces 10-15% ethanol.
- - Distilled to 96% (rectified spirit).
- - Uses renewable resources.
- - Slow batch process.
- - Hydration: ethene + steam → ethanol.
- - Temperature: 300°C; Pressure: 6000 kPa / 6 atm.
- - Catalyst: Phosphoric acid.
- - Produces pure ethanol.
- - Uses non-renewable resources.
- - Fast continuous process.
- - 96% pure alcohol = rectified spirit.
- - 100% pure ethanol = rectified spirit + dehydrating agent.
Common Mistakes
| Mistake | Correction |
|---|---|
| Thinking fermentation uses ethene | Fermentation uses glucose |
| Thinking hydration uses glucose | Hydration uses ethene |
| Forgetting the temperature for fermentation | 25-35°C |
| Forgetting the temperature for hydration | 300°C |
| Forgetting the pressure for hydration | 6000 kPa / 6 atm |
| Forgetting the catalyst for hydration | Phosphoric acid (H3PO4) |
| Thinking fermentation produces pure ethanol | Fermentation produces 10-15% ethanol, distilled to 96% |
| Thinking hydration produces impure ethanol | Hydration produces pure ethanol |
| Forgetting that fermentation uses renewable resources | Fermentation uses renewable resources (plants) |
| Forgetting that hydration uses non-renewable resources | Hydration uses non-renewable resources (crude oil) |
Quick Revision
Manufacture of Ethanol:
1. Making ethanol by fermentation: When aqueous glucose is mixed with yeast and left for several days at 25-35°C in the absence of oxygen. Enzymes present in yeast convert the glucose into ethanol and carbon dioxide. This process is called fermentation.
- C6H12O6(aq) → 2CH3CH2OH(aq) + 2CO2(g)
The fermentation process produces 10-15% ethanol. The yeast is killed beyond this concentration. The ethanol is separated from the mixture by fractional distillation, which gives 96% pure alcohol also called rectified spirit. The remaining 4% of water cannot be removed by fractional distillation. Rectified spirit is converted into 100% pure ethanol by using a dehydrating agent such as concentrated H2SO4. This method uses renewable resources and low energy levels.
- 2. Making ethanol by the hydration of ethene:
- Ethanol is produced when steam is added to ethene at 300°C and 6000 kPa / 6 atm. in the presence of phosphoric acid as a catalyst.
- CH2 = CH2(g) + H2O(g) H3PO4→ CH3CH2OH(g)
Only 4% of ethene is converted into ethanol. The ethanol produced is condensed into liquid and unreacted ethene is recycled in the process. By repeating these steps 96% ethanol is produced. This method uses non-renewable resources and high energy levels.
Table 10.1: Comparing hydration and fermentation:
| Hydration of ethene | Fermentation of glucose |
|---|---|
| The raw material is ethene, which comes from crude oil (non-renewable source) | The raw material is glucose, which comes from plants such as sugar cane (a renewable source) |
| Continuous process (efficient) - the reaction occurs as long as the reactants are constantly provided | Batch process (less efficient) - all the reactants are mixed in a reaction vessel and left for several days to react. A new reaction is set up when the first batch of reaction is over |
| Is a fast reaction | Is a slow reaction |
| Produces pure ethanol | Produces impure ethanol, so needs further processing |
| Requires high temperature and pressure, so needs a lot of energy | Requires moderate temperature, so less energy required |
60-Second Revision
- Two methods: fermentation and hydration.
- Fermentation: glucose + yeast → ethanol + CO2.
- Temperature: 25-35°C.
- Produces 10-15% ethanol.
- Distilled to 96% (rectified spirit).
- Uses renewable resources.
- Slow batch process.
- Hydration: ethene + steam → ethanol.
- Temperature: 300°C; Pressure: 6000 kPa / 6 atm.
- Catalyst: Phosphoric acid.
- Produces pure ethanol.
- Uses non-renewable resources.
- Fast continuous process.
- 96% pure alcohol = rectified spirit.
- 100% pure ethanol = rectified spirit + dehydrating agent.
- ⚠️ Warning: fermentation produces impure ethanol (10-15%) which must be distilled to 96% — the remaining 4% water can only be removed by a dehydrating agent.
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Quick revision
Revision Zone
10.1 Manufacture of Ethanol
Sticky Notes · Quick Revision
Key Point 1
- Two methods: fermentation and hydration.
Key Point 2
- Fermentation: glucose + yeast → ethanol + CO2.
Key Point 3
- Temperature: 25-35°C.
Key Point 4
- Produces 10-15% ethanol.
Key Point 5
- Distilled to 96% (rectified spirit).
Key Point 6
- Uses renewable resources.
Key Point 7
- Slow batch process.
Key Point 8
- Hydration: ethene + steam → ethanol.
Key Point 9
- Temperature: 300°C; Pressure: 6000 kPa / 6 atm.
Key Point 10
- Catalyst: Phosphoric acid.
Key Point 11
- Produces pure ethanol.
Key Point 12
- Uses non-renewable resources.
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