14.2 Reactions of Alcohols Flashcards

1
Q

Describe how alcohols combust.

A

They can burn completely in a plentiful supply of oxygen to produce carbon dioxide and water.

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2
Q

Is the combustion of alcohols exothermic or endothermic?

A

Exothermic, releasing a large quantity of energy in the form of heat. As the number of carbon atoms in the alcohol chain increases, the quantity of heat released per mole also increases

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3
Q

Which types of alcohols can be oxidised by an oxidising agent?

A

Primary and secondary alcohols

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4
Q

What is the usual oxidising mixture used for alcohols?

A

Solution of potassium dichromate (VI) (K2Cr2O7), acidified with dilute sulfuric acid (H2SO4)

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5
Q

What can primary alcohols be oxidised to form?

A

Either aldehydes or carboxylic acids

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6
Q

What does the product of the oxidation reaction of a primary alcohol depend on?

A

The reaction conditions used, and how long the product is left within the beaker

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7
Q

Can carboxylic acids be further oxidised?

A

No

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8
Q

Can aldehydes be further oxidised?

A

Yes, to carboxylic acids

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9
Q

What is the method for oxidising alcohol to produce an aldehyde?

A

Gently heat a primary alcohol with acidified potassium dichromate

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10
Q

What must you do to an aldehyde to ensure that it is not further oxidised?

A

Distill the aldehyde out of the reaction mixture as it forms

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11
Q

What happens to the dichromate(VI) ions during the oxidation of an alcohol to produce an aldehyde?

A

Change colour from orange to green

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12
Q

How many moles of an oxidising agent need to be used to produce an aldehyde?

A

1

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13
Q

How do you oxidise an alcohol to produce a carboxylic acid?

A

Heat a primary alcohol strongly under reflux, with an excess of acidified potassium dichromate(VI)

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14
Q

Why do you use an excess of acidified potassium dichromate to produce a carboxylic acid?

A

To ensure that all of the alcohol is oxidised

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15
Q

Why do you heat an alcohol under reflux when producing carboxylic acid?

A

To ensure that any aldehyde formed initially in the reaction also undergoes oxidation to the carboxylic acid.

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16
Q

How many moles of oxygen do you use when oxidising an alcohol to produce carboxylic acid?

17
Q

What can secondary alcohols be oxidised to produce?

18
Q

What can ketones be further oxidised to produce?

A

It is not possible to further oxidise ketones using acidified dichromate(VI) ions.

19
Q

How do you ensure that the oxidation of an alcohol to form a ketone is done to completion?

A

Heat the alcohol under reflux with the oxidising mixture.

20
Q

What happens to dichromate ions during the oxidation of a secondary alcohol?

A

Changes from orange to green

21
Q

How many moles of an oxidising agent is used to oxidise a secondary alcohol?

22
Q

What can tertiary alcohols be oxidised to produce?

A

Tertiary alcohols do not undergo oxidation reactions.

23
Q

What is a dehydration reaction?

A

Any reaction whereby a water molecule is removed from the starting material

24
Q

How do you dehydrate an alcohol?

A

Heat it under reflux in the presence of an acid catalyst (such as sulfuric acid or phosphoric acid).

25
Q

What catalysts are used to dehydrate an alcohol?

A

Concentrated sulfuric acid (H2SO4) or concentrated phosphoric acid (H3PO4).

26
Q

What is the product of a dehydration reaction of an alcohol?

27
Q

What do alcohols react with to form haloalkanes?

A

Hydrogen halides

28
Q

What is produced when an alcohol reacts with a hydrogen halide?

A

Haloalkanes

29
Q

How is a haloalkane produced?

A

-Alcohol is heated under reflux with sulfuric acid and a sodium halide, which produces hydrogen bromide.
-The hydrogen bromide forms reacts with the alcohol to produce the haloalkane

30
Q

Write the equation that states how a hydrogen halide is formed, in order to produce a haloalkane (make the halide bromine)

A

NaBr (s) + H2SO4 (aq) –> NaHSO4 (aq) + HBr (aq)

31
Q

What is the overall equation for Propan-2-ol reacting with Sodium Bromide?

A

CH3CHOHCH3 + NaBr + H2SO4 –> CH3CHBrCH3 + NaHSO4 + H2O

32
Q

What is Tollen’s reagent used for?

A

Distinguishing aldehydes from ketones

33
Q

How can you use Tollen’s reagent to distinguish aldehydes from ketones?

A

-Ketones do not react with Tollen’s reagent,
-With an aldehyde, the Ag+ ion is reduced to Ag forming a silver film

34
Q

What happens to the aldehyde as it reacts with Tollen’s reagent?

A

It is oxidised to a carboxylic acid

35
Q

What is Fehling’s solution used for

A

Distinguishing aldehydes from ketones