Amines Flashcards

1
Q

What are amines

A

Substituted ammonia compounds (NH3)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

How many R groups does primary amines have

A

1

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

How many R groups does secondary amines have

A

2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

How many R groups does tertiary amines have

A

3

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

What are the 4y amines called

A

Ammonium salt

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

2 ways 1y amines can be prepared

A

From halogenoalkanes by nucleophilic substitution

Reduction of aliphatic nitriles and aryl nitrates

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

Which is most reliable method of preparing 1y amines

A

Reduction

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

How is ammonia used in nucleophilic substitution

A

It has a lone pair of electrons so it acts as a nucleophile and a base

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Define a nucleophile

A

Electron pair donor

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

What is a base

A

Proton acceptor

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

When may a side reaction occur from halogenoalkanes

A

If ammonia isn’t present in sufficient quantities to trap the startin material (haloalkane) as the amine still has a lone pair on the N (nucleophile)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

What is limited if there is excess NH3

A

Limited haloalkane

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

What are the reducing agents that can be used to produce 1y amines

A

LiAlH4 [H] and dilute acid (HCl)

Ni catalyst with H2(g)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

What are the reagents for reduction of aryl nitrates to produce 1y amines

A

Fe/Sn

With concentrated HCl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

What is use of aryl amines

A

Azo dyes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

How can amines behave with transition metals

Why

A

As ligands due to the lone pair of electrons

17
Q

What bases are amines (protons acceptors)

A

Bronstead-Lowry bases

18
Q

What acids are amines (electron pair donor)

A

Lewis Acid

19
Q

What is formed between the lone pair on nitrogen and the proton when an amine accepts a proton

A

A dative covalent bond

20
Q

In water the solution of amines is what ph

Why

A

Alkaline

Hydroxide ions are generated

21
Q

the amines dissolve in dilute acid due to the formation of what

A

A soluble ionic salt

Behave as bases and react as acids to form salts

22
Q

When may an amine have a stronger base strength

A

If the lone pair on the N is more available (electron dense)

23
Q

What type of amine is most likely to bond with H+

A

Tertiary

24
Q

What bases are more likely to accept a proton

A

Stronger bases

25
Q

What increases the ability for an amine to accept a H+

A

The inductive effect that pushes electron density towards the N

26
Q

In (aromatic) aryl amines why is the lone pair less available to bond with a H+

A

As the lone pair interacts with delocalised pi electrons of the benzene ring and gets incorporated in the ring (partially delocalised in ring)

27
Q

What amines are weaker than ammonia

A

Aryl amines

28
Q

Why is phenylmethyl amine aromatic but has a base strength more similar to the aliphatic amines

A

As the lone pair of the N is too far away from the benzene ring

29
Q

What are quaternary ammonium salts used as

How

A

Catonic surfactants in fabric and hair conditioners

Coating surface with positive charges, reducing static

30
Q

What are amines used in the manufacture of (2)

A

Polymers

Drugs (tranquillisers / painkillers)

31
Q

What 2 things can amines react with

A

Acyl chlorides and acid anhydrides

32
Q

What is used as the solvent in nucleophilic substitution

Why

A

Ethanol

Prevents any substitution of the haloalkane by water to produce alcohols

33
Q

How is phenylamine made

A

Reduction of nitrobenzene

Heated under reflux with tin and HCl

34
Q

How is a 2y amine obtained from an ammonium salt

A

Reacting with NaOH