Module 6.2 - Nitrogen compounds, polymers and synthesis Flashcards

1
Q

How do you get an amine?

A

If one or more of the hydrogens in ammonia is replaced with an organic group.

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2
Q

If a nitrogen atom is bonded to two alkyl groups and 1 hydrogen atom, what type of amine is it?

A

Secondary amine.

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3
Q

What makes amines bases?

A

There’s a lone pair of electrons on the nitrogen atom of an amine that’s able to accept protons (H+ ions).

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4
Q

What is produced when amines are neutralised by acids?

A

Ammonium salts.

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5
Q

How can aliphatic amines be made from haloalkanes?

A

Amines can be made by heating a haloalkane with an excess of ethanolic ammonia (ammonia dissolved in ethanol).

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6
Q

Why would you need to separate the products of aliphatic amines using fractional distillation?

A

In the experiment, you will get a mixture of primary, secondary and tertiary amines and quaternary ammonium salts, as more than one hydrogen is likely to be substituted.

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7
Q

What kind of reaction is the reaction using haloalkanes to form amines?

A

A nucleophilic substitution reaction.

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8
Q

Describe the 2 steps of how aromatic amines are made by reducing a nitrocompounds such as benzene?

A

1) Heat a mixture of a nitro compound, tin metal and concentrated hydrochloric acid under reflux - this makes a salt.
2) To get the aromatic amine, you have to add sodium hydroxide.

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9
Q

Why do amides behave differently to amines?

A

The carbonyl group pulls electrons away from the rest of the -CONH2 group.

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10
Q

What is the functional groups of amides?

A

-CONH2

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11
Q

What is the general formula of an amino acid?

A

RCH(NH2)COOH

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12
Q

How can amino acids react with acids and alkalis?

A

The carboxylic acid in an amino acid can react with an alkali to form a conjugate base which can combine with a positive ion to form a salt. The amine group can also react with an acid to form a salt of the conjugate acid.

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13
Q

How can amino acids form esters?

A

The carboxylic acid group in an amino acid can react with an alcohol in the presence of a strong acid catalyst (normally sulfuric acid) to form an ester.

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14
Q

What does amino acids being amphoteric mean?

A

They can act as both acids and bases.

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15
Q

How is a zwitterion formed?

A

The acidic carboxyl group and the basic amine interact with each other to form a salt called a zwitterion, at a specific pH called the isoelectric point.

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16
Q

What happens to an amine if the pH is increased, more alkaline?

A

The molecule will have a negative charge, the amine group will lose a hydrogen and equilibrium is driven to the right.

17
Q

What happens to an amine if the pH is decreased, more acidic?

A

The molecule will have a positive charge and the O will bond to a hydrogen atom, the equilibrium is driven to the left.

18
Q

What conditions do you need when preparing an aromatic amine?

A

> Reducing agent of a mix of HCI and tin.

>100 degrees under reflux.

19
Q

Why are aliphatic amines stronger bases than aromatic amines?

A

Aromatic amines donate their lone pairs into the benzene ring making them less potent and therefore, less likely to attract a H+ ion.

20
Q

What is a chiral (asymmetric) carbon?

A

One which has 4 different groups attached to it.

21
Q

What are molecules called that can arrange the groups around the chiral carbon in two different ways?

A

Enantiomers or optical isomers.

22
Q

What is an enantiomer?

A

Mirror images of each other and no matter which may you turn/rotate them, they can’t be superimposed.

23
Q

What does it mean when optical isomers are optically active?

A

They rotate plane-polarised light. One enantiomer rotates it in a clockwise direction, the other rotates it the same amount but in an anticlockwise direction.

24
Q

What are the two types of polymerisation?

A

Addition and condensation polymerisation.

25
Q

Describe addition polymerisation?

A

Where the double bonds open up, and molecules join together to make long chains.

26
Q

Give 2 examples of condensation polymers?

A

Polyesters and polyamides.

27
Q

How can condensation polymerisation be reversed?

A

Hydrolysis - water molecules are added back in and the links are broken.

28
Q

In practice is water used to hydrolyse polymers and why is this?

A

Water isn’t used because hydrolysis with just water is far too slow, so the reaction is done with an acid or base.

29
Q

Do polyamides hydrolyse faster with acids or bases?

A

Acids.

30
Q

What is formed when a polyamide is hydrolysed with an acid?

A

Dicarboxylic acid and diamine.

31
Q

Polyesters hydrolyse more easily with a base. What is formed?

A

Dicarboxylic acid salt and a diol.