Alcohols Flashcards

(50 cards)

1
Q

Boiling points of alcohols

A

Alcohols have a relatively low volatility and high boiling points due to their ability to form hydrogen bonds between alcohol molecules

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2
Q

What are primary alcohols

A

Alcohols where 1 carbon is attached to the carbon adjoining the oxygen

And so on for secondary and tertiary

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3
Q

What causes alcohols to oxidise

A

The oxidising agent potassium dichromate K2Cr2O7

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4
Q

Partial oxidation of primary alcohols

A

Reaction:
Primary alcohol -> aldehyde

Reagent: potassium dichromate (VI) solution, warm gently and distil out the aldehyde as it forms

Observation: the orange dichromate ion (Cr2O72-) reduces to the green Cr3+ ion

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5
Q

What is distillation used for and how to maximise yield

A

To separate an organic product from its reacting mixture, in order to maximise yield collected, only collect the distillate at the approximate boiling point of the desired aldehyde and not higher

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6
Q

Where does the water go in distillation

A

Into the bottom of the condenser to go against gravity -> this allows more efficient cooling and prevents back flow of water

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7
Q

Why are electric heaters used to heat organic chemicals

A

Because organic chemicals are highly flammable and could set on fire with a naked flame

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8
Q

What can you do to the collection flask to improve yield of distillate

A

Cool it in ice

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9
Q

Full oxidation of primary alcohols

A

Reaction:
Primary alcohol -> carboxylic acid

Reagent: potassium dichromate (VI) solution and dilute sulfuric acid

Conditions: use an excess of dichromate, and heat under reflux (distil of product after the reaction has finished)

Observation: the orange dichromate ion (Cr2O72-) reduces to the green Cr3+ ion

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10
Q

What is reflux used for and what does the condenser prevent

A

When hearing organic reaction mixtures for long periods -> the condenser prevents organic vapours from escaping by condensing them back to liquids

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11
Q

Why should you never seal the end of the condenser in reflux

A

As the build up of gas pressure could cause the apparatus to explode

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12
Q

Why are antibumping granules added to the flask in both distillation and reflux

A

To prevent vigorous, uneven boiling by making small bubbles form instead of large ones

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13
Q

How to draw reflux apparatus

A

• don’t draw lines between flask and condenser
• don’t have top of condenser sealed
• condenser must have outer tube for water that is sealed at top and bottom
• condenser must have 2 openings for water in and out that are open

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14
Q

Oxidation of secondary alcohols

A

Reaction:
Secondary alcohol -> ketone

Reagent: potassium dichromate (VI) solution and dilute sulfuric acid

Conditions: heat under reflux

Observation: the orange dichromate ion (Cr2O72-) reduces to the green Cr3+ ion

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15
Q

Why can’t tertiary alcohols be oxidised by potassium dichromate

A

Because there is no hydrogen atom bonded to the carbon with the -OH group

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16
Q

When ketones have 5Cs or more in a chain..

A

Then it needs a number to show the position of the double bond

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17
Q

Dehydration reaction

A

Removal of a water molecule from a molecule

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18
Q

Reaction of alcohols with dehydrating agents

A

Reaction: alcohol -> alkene

Reagents: concentrated sulfuric or phosphoric acids

Conditions: warm under reflux

Role of reagent: dehydrating agent/catalyst

Type of reaction: acid catalysed elimination

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19
Q

When can secondary and tertiary alcohols give more than one product in dehydration

A

When the double bond forms between different carbon atoms

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20
Q

What are the 2 methods for producing ethanol

A

• Fermentation
• Hydration of ethene

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21
Q

Fermentation equation

A

Glucose -> ethanol + carbon dioxide
C6H12O6 -> 2C2H5OH + 2CO2

22
Q

Conditions for fermentation

A

• Yeast
• No air -> anaerobic conditions
• Temp 30-40*C

Optimum temp is 38*C
-> any lower the reaction is too slow
-> any higher the yeast dies and the enzymes denature

23
Q

Why is fermentation done in the absence of air

A

Because the presence of air can cause extra reactions to occur -> it oxidises the ethanol produced to ethanoic acid

24
Q

Advantages of fermentation

A

• Sugar is a renewable source of
• Production uses low level technology/cheap equipment

25
Disadvantages of fermentation
• Batch process which is slow and gives high production costs • Ethanol made is not pure and needs purifying by fractional distillation • Depletes land used for growing food crops
26
Hydration of ethene to make ethanol equation
C2H4 + H2O -> C2H5OH
27
What kind of reaction is hydration of ethene to make ethanol
Hydration/addition
28
What is hydration
The addition of a water to a molecule
29
Essential conditions for hydration of ethene to make ethanol
• High temps 300*C • High pressure 70atm • Strong acidic catalyst of conc H3PO4
30
Advantages of hydration of ethene to make ethanol
• Faster reaction • Purer product • Continuous process (cheaper)
31
Disadvantages of hydration of ethene to make ethanol
• High technology needed (expensive initial costs) • Ethene is a non-renewable resource (will become more expensive when raw materials run out) • High energy cost for pumping to produce high pressures
32
What is a biofuel
A fuel produced from plants
33
What does carbon neutral mean
An activity that has no net annual carbon (greenhouse gases) emissions to the atmosphere
34
Ethanol produced from fermentation is..
A biofuel
35
Why can it be argued that ethanol produced from fermentation is carbon-neutral
Because any carbon dioxide given off when the biofuel is burnt would have been extracted from the air by photosynthesis when the plant grew -> there would be no jet CO2 emission into the atmosphere
36
Equations to show ethanol by fermentation has no jet contribution to CO2
Removal of CO2 by photosynthesis: **6CO2** + 6H2O -> C6H12O6 + 6O2 Production of CO2 by fermentation and combustion: C6H12O6 -> 2C2H5OH + **2CO2** 2C2H5OH + 6O2 -> **4CO2** + 6H2O Overall for every 6 molecules of CO2 absorbed, 6 molecules of CO2 are emitted -> there’s no net contribution of CO2 to the atmosphere
37
What does the argument of fermentation to make ethanol being carbon neutral not take into account
Any energy needed to irrigate plants, fractionally distil the ethanol from the reaction mixture or process the fuel -> if the energy for these processes comes from fossil fuels then the ethanol produced is not carbon neutral
38
Making cyclohexene - Step 1
**Distillation** 1. Add concentrated sulfuric, phosphoric acid and cyclohexanol into a **round bottomed flask** -> add anti bumping granules 2. Use a **heating mantle** to warm reactants up to 83*C (the bp of cyclohexanol) 3. Chemicals with bps less than 83*C will evaporate, enter the condenser, cool down and condense back into a liquid 4. The product is distilled in a conical flask -> however this product will still have impurities such as unreacted cyclohexanol and water
39
How does the condenser cool the liquid
It has cold running water running through its wall
40
Why don’t we use a Bunsen burner when making cyclohexene and what do we use instead
Because cyclohexanol is flammable We use a heating mantle instead of
41
Making cyclohexene - Step 2
Step 2: **Separation** 1. Add the products from step 1 into a separating funnel -> add water to dissolve soluble impurities and create an aqueous solution 2. After allowing the solution to settle, 2 layers will form: **Top layer** - impure cyclohexene **Bottom layer** - aqueous layer containing water soluble impurities -> drain the aqueous layer off
42
Making cyclohexene - Step 3
Step 3: **Purification** 1. Take the impure cyclohexene from step 2 and add to a round bottomed flask 2. Add anhydrous calcium chloride -> invert the flask and leave for 30 minutes
43
Why do we use calcium chloride when purifying cyclohexene
Because it is a **dehydrating agent** and will remove any aqueous substances still remaining
44
What kind of reaction is fermentation
Exothermic
45
What is yeast and what does it do
It’s an enzyme that converts glucose into carbon dioxide and ethanol
46
Advantages of biofuels
• They are renewable and more sustainable than crude oil • They produce CO2 when burnt but they are classed as carbon neutral as the CO2 is absorbed by the sugar cane in photosynthesis
47
Disadvantages of biofuels
• Expensive to convert existing petrol engines to take fuels with higher concentrations of ethanol • Land that could have been used to grow food is being used to make fuel -> could cause food shortages
48
Why is burning tertiary alcohols to oxidise them not worth it
Because it just produces carbon dioxide and water -> no useful products
49
Why does distillation work when oxidising a primary alcohol into an aldehyde
Because aldehydes have a lower boiling point than alcohols
50
What does reflux allow when oxidising aldehydes into carboxylic acids
It allows strong heating without losing volatile reactants and products -> aldehydes evaporate, condense and fall back into the flask