WM.1 Flashcards

Reactions of alcohols

1
Q

Why are alcohols liquids at room temperature?

A

There are strong intermolecular forces between molecules due to hydrogen bonding.

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2
Q

What make alcohols polar molecules?

A

The O-H bonds.

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3
Q

Why do alcohol molecules and water molecules mix well?

A

They both have strong hydrogen bonding.

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4
Q

What is the trend of alcohols and their solubility in water as the chains get longer?

A

The longer the alcohol molecule, the less soluble it is in water. The properties of higher alcohols gets more like those of corresponding alkane.

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5
Q

Why does solubility of alcohols in water decrease as the chain gets longer?

A

As the hydrocarbon chain get longer and the molecule gets larger, the effect of the OH group on the properties of the molecule becomes less important.

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6
Q

What are the three types of alcohol?

A

Primary alcohols, secondary alcohols, tertiary alcohols.

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7
Q

When is an alcohol a primary alcohol?

A

When the carbon that the OH group is attached to has two hydrogens bonded to it. Or is bonded to one carbon atom.

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8
Q

When is an alcohol a secondary alcohol?

A

When the carbon that the OH group is attached to has one hydrogen bonded to it. Or is bonded to two carbon atoms.

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9
Q

When is an alcohol a tertiary alcohol?

A

When the carbon that the OH group is attached to has no hydrogen bonded to it. Or is bonded to three carbon atoms.

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10
Q

What does a alcohol have to have to be able be oxidised?

A

At least one hydrogen attached to the carbon that the OH group is on. This means only primary and secondary alcohols can be oxidised.

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11
Q

What is a oxidising agent we use to oxidise alcohols?

A

Acidified potassium dichromate. K2Cr2O7.

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12
Q

What colour is the dichromate(VI) ion?

A

Orange.

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13
Q

What colour is the chromate(III) ion?

A

Green.

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14
Q

What does the OH group turn into when oxidised?

A

C=O, a carbonyl group.

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15
Q

What type of compound will a primary alcohol be initially oxidised to?

A

An aldehyde. It has a carbonyl group at the end of a hydrocarbon chain.

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16
Q

What type of compound can an aldehyde be further oxidised to?

A

Carboxylic acid, it has a COOH functional group at the end of a hydrocarbon chain.

17
Q

What type of compound will a secondary alcohol be oxidised to?

A

A ketone, where the carbonyl group in is between two other carbons in a hydrocarbon chain.

18
Q

Can a ketone be further oxidised?

A

No, because it doesn’t have a hydrogen attached to the carbon of the carbonyl group and strong C-C bond will need to be broken.

19
Q

What is heat under reflux?

A

It is a safe method for heating reactions involving volatile and flammable liquids. The liquid is boiled with a vertically mounted condenser so the vapour condenses and returns back into the reaction mixture.

20
Q

How can an alcohol be “directly” oxidised to a carboxylic acid?

A

Oxidising it with an acidified oxidising agent and heat under reflux.

21
Q

How are aldehydes named?

A

Suffix - al. E.g. ethanal.

22
Q

How are ketones named?

A

Suffix - one. E.g propanone.

23
Q

What does dehydration of an alcohol mean?

A

It means that an alcohol can lose a molecule of water to form an alkene.

24
Q

What condition does industrial dehydration of alcohol require?

A

A hot catalyst of Al2O3 at 300 degrees celcius.

25
Q

What conditions are required for dehydration of alcohol in a lab?

A

Conc sulfuric acid with heat under reflux.

26
Q

What type of reaction is dehydration an example of?

A

Elimination reaction.

27
Q

What is esterification?

A

It is the reaction where an alcohol reacts with a carboxylic acid to form an ester.

28
Q

What is the gerenal formula of an ester?

A

RCOOR’, where R is a carbon chain or H, and R’ is a carbon chain.

29
Q

What are four examples of types of compounds that contain a carbonyl group?

A

Ester, carboxylic acid, ketone, aldehyde.

30
Q

What type of reaction is esterification an example of?

A

Condensation reaction, where a small molecule is removed.

31
Q

What types of alcohol can esters be made from?

A

All types of alcohol.

32
Q

What conditions are used for esterification?

A

Heat under reflux, with presence of an acid catalyst.

33
Q

Why does ester have to be separated out of the reaction mixture?

A

Because esterification is a reversible reaction and comes to an equilibrium after a while where both reactants and products would be present.

34
Q

How are esters named?

A

First half refers to the reactant alcohol, and second half refers to the reactant acid, and with -oate at the end.

35
Q

What can we use in esterification instead of the carboxylic acid?

A

Acid anhydride, which are derivatives of carboxylic acid made by joining two carboxylic molecules eliminating a water molecule. It is more reactive than carboxylic acid.

36
Q

What is different about the esterification using carboxylic acid and acid anhydride?

A

Esterification with carboxylic acid is reversible but with acid anhydride it’s not meaning yield of ester would be higher.

37
Q

What are ethers?

A

They are stuctural isomers of alcohols with a C-O-C group.

38
Q

How are ethers named?

A

Shorter half suffix - oxy and then the longer half.

39
Q

What is an elimination reaction?

A

A reaction where a small molecule is removed from a large molecule leaving an unsaturated molecule.