Alcohols Flashcards

1
Q

Functional group of alcohols

A

OH

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2
Q

Alcohol to alkenes dehydration reaction
Reason, catalyst, type of mechanism and overall reaction

A

To make plastics with alkenes (poly(alkenes))
Sulfuric acid or phosphoric acid catalyst
Elimination
Alcohol -> alkene + water

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3
Q

Why can dehydration of non primary alcohols lead to 2 different alkenes?

A

Double bonds can be formed either side of the carbon that had the OH group

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4
Q

Why do you need to distill after dehydrating an alcohol? What else may be needed

A

An impure product is obtained containing alkene, alcohol, water and acid
Distillation separates chemicals by boiling point
Further separation and purification may be needed with a separating funnel and drying agent after

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5
Q

Making cyclohexene practical

A
  1. Add concentrated sulfuric, phosphoric acids and cyclohexanol into a round bottomed flask with anti bumping granules
  2. Heat the reactants up to 83°C gently with a micro burner for distillation as cyclohexanol is flammable
  3. Chemicals with bps less than or equal to 83°C will evaporate and enter the condenser and condense back to a liquid
  4. The product is collected in a vessel like a conical flask with impurities (untracked cyclohexanol and water)
  5. Add the products in the flask into a separating funnel and add water to dissolve soluble impurities to create an aqueous solution
  6. As the solution settles, 2 layers form: top layer - impure cyclohexene, bottom layer - aqueous layer containing water soluble impurities
  7. Drain the aqueous layer off after removing the stopper
  8. Take the impure cyclohexane from step 2 and add to a round bottomed flask
  9. Add anhydrous calcium chloride (dehydrating agent) and will remove any aqueous substances still remaining
  10. Invert the flash and leave for 20-30 minutes
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6
Q

Hydration of alkenes (alkene directly to alcohol) reagents, catalyst, conditions

A

Steam reagent
acid catalyst eg phosphoric acid
300°C and 60 atm

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7
Q

Fermentation (alternative to ethene and steam to make ethanol)
Reason why this route is better, conditions, catalyst, Endo/exothermic, overall reaction, extra steps after, disadvantages

A

Using ethene requires using crude oil which is unsustainable, but glucose is a renewable source from plants
Anaerobic conditions
Yeast catalyst (enzyme)
Exothermic
Glucose -> ethanol + CO2
Fractional distillation to obtain pure ethanol
Fractional distillation requires lots of energy and time

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8
Q

What is a biofuel and give an example

A

A fuel derived from living matter - eg ethanol in countries where there is a good supply of sugar cane (fermented sugar produces the ethanol)

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9
Q

2 Advantages and disadvantages of biofuels

A

Advantages:
Renewable so more sustainable than crude oil
Carobn neutral as CO2 is absorbed by the sugar cane as it was growing

Disadvantages:
Expensive to convert existing petrol engines to take fuels with higher ethanol concentrations
Land that could be used to grow food is used to make fuel instead, causing food shortages in countries growing sugar cane eg India and Brazil

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10
Q

Why are biofuels considered carbon neutral? Use equations to support this.

A

Plant growth:
6CO2 + 6 H2O -> C6H12O6 + 6O2

Production of ethanol in fermentation:
C6H12O6 -> 2CO2 + 2C2H5OH
Combustion of ethanol when used as biofuel:
2C2H5OH + 6O2 -> 4CO2 + 6H2O

Total number of moles of CO2 used up is the same as the number of moles produced -> carbon neutral

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11
Q

Why are biofuels not completely carbon neutral?

A

Fossil fuels are burnt to transport the biofuel across the country
Fossil fuels are used to make fertilisers to put on crops
Fossil fuels are used in machinery to harvest the crops

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12
Q

What needs to be added to oxidise alcohols? What’s its colour change?

A

Acidified potassium dichromate, a mild oxidising agent- it goes from orange to green

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13
Q

What are primary alcohols oxidised to?

A

Aldehydes then carboxylic acids

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14
Q

What are secondary alcohols oxidised to?

A

Ketones

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15
Q

What are tertiary alcohols oxidised to?

A

They can’t be oxidised… they just burn

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16
Q

Primary alcohol -> aldehyde conditions and why it works

A

Add acidified potassium dichromate and distill
This is because aldehydes have lower boiling points than alcohols

17
Q

Primary alcohol -> carboxylic acid conditions and why it works

A

Add excess acidified potassium dichromate
Heat under refluz
Reflux allows for strong heating without losing volatile reactants and products eg aldehydes, which evaporate and fall back into the flask

18
Q

Secondary alcohol -> ketone conditions

A

Add acidified potassium dichromate to a secondary alcohol
They can’t be oxidised further
Heat under reflux

19
Q

How do you represent the oxidising agent in the reactions of alcohols to form aldehydes, carboxylic acids and ketones?

A

[O] when forming aldehydes and ketones
2[O] when forming carboxylic acids

20
Q

2 solutions to distinguish between aldehydes and ketones and why do they work

A

Fehlings solution (AKA BENEDICTS SOLUTION)
Tollens reagent

Both are oxidising agents
They oxidise aldehydes, not ketones

21
Q

How to test for aldehydes/ketones with Fehlings solution (benedicts solution) + colour change

A

Add warm solution to aldehydes
Colour change from blue solution to brick red precipitate for aldehydes*
No visible change for ketones

22
Q

How to test for aldehydes/ketones with Tollens reagent + colour change

A

Add reagent (containing [Ag(NH3)2]+ while warm to aldehydes
Causes silver coating on inside of test tube for aldehydes
No silver precipitate forms for ketones