3.11 - Amines Flashcards

(49 cards)

1
Q

Define: Basicity

A

Ability of a Substance to act as a Base

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

Name of Mechanism: Reaction of 1° Amine & Acid Anhydride

A

Nucleophilic Addition-Elimination

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

Name of Mechanism: Reaction of Ammonia & Acyl Chloride

A

Nucleophilic Addition-Elimination

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

How can the Amine be Reformed from its Alkylammonium Salt?

A

Adding an Alkali

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

Amines dissolve in Acid to form ____ ?

A

Corresponding Alkylammonium Salt

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

In excess ____, 4° ammonium salt is produced

RX |> RNH₂ |> R₂NH |> R₃N |> R₄N⁺X⁻

A

Halogenoalkane, RX

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

Organic Product: Reaction of 1° Amine & Acid Anhydride

A

2° Amide & Carboxylic Acid

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

Why is an Excess of Amine used in reactions of Amines w/ Halogenoalkane?

A

Prevent Further Substitution

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

Unless an Excess of Amine is used ____ reactions can occur with 1° & 2° Amines until a ____ is produced?

A

Further Substitution

Quaternary Ammonium Salt

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

Name of Mechanism: Reaction of Ammonia & Acid Anhydride

A

Nucleophilic Addition-Elimination

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

Name of Mechanism: Reaction of Ammonia & Halogenoalkane

A

Nucleophilic Substitution

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

Name of Mechanism: Reaction of Amine & Acyl Chloride

A

Nucleophilic Addition-Elimination

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

Organic Product: Reaction of 1° Amine & Acyl Chloride

A

2° Amide

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

Why are Ammonia & Amines Weak Bases?

A

Lone pair of Electrons on Nitrogen atom can Accept a Proton

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

Ammonia & Amines are ____ Bases?

A

Weak

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

Name of Mechanism: Reaction of 3° Amine & Halogenoalkane

A

Nucleophilic Substitution

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

Organic Product: Reaction of 3° Amine & Halogenoalkane

A

Quaternary Ammonium Salt

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

Organic Product: Reaction of Ammonia & Acid Anhydride

A

Amide & Carboxylic Acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

Name of Mechanism: Reaction of 2° Amine & Halogenoalkane

A

Nucleophilic Substitution

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

Functional Group: Amide

21
Q

Organic Product: Reaction of Ammonia & Acyl Chloride

22
Q

Define: Base

A

A substance that accepts H⁺ ions

23
Q

Define: Nucleophile

A

Electron Pair Donor

24
Q

Name of Mechanism: Reaction of 1° Amine & Halogenoalkane

A

Nucleophilic Substitution

25
Quaternary Ammonium ions have long ____ hydrocarbon chains which are ____ in water
Non-Polar | Not Soluble
26
Type of Reaction: Nitriles to Primary Aliphatic Amines
Reduction
27
Why are Aromatic Amines Weaker Bases than Ammonia?
Lone Pair on N is less able to accept H⁺ as it is Delocalised into the Benzene ring (e⁻ density on N decreases)
28
Quaternary Ammonium Ions are ____ charged (____) | The Ionic region is ____ in water
Positively Cationic Soluble
29
Why are 1° Aliphatic Amines Stronger Bases than Ammonia
Lone Pair on N is more able to accept H⁺ as it is due to Positive Inductive Effect (e⁻ density on N increases)
30
Name of Mechanism: Halogenoalkanes to Primary Aliphatic Amines
Nucleophilic Substitution
31
General Equation: Halogenoalkanes to Primary Aliphatic Amines
R-X + 2NH₃ |> R-NH₂ + NH₄X
32
Type of Reaction: Nitrobenzenes to Aromatic Amines
Reduction
33
Conditions: Nitrobenzenes to Aromatic Amines
Reflux
34
Reagents: Nitrobenzenes to Aromatic Amines
Tin & conc. HCl
35
Uses of Aromatic Amines?
Pharmaceuticals & Dyes
36
General Equation: Reaction of Ammonia & Acid Anhydride
R-C(=O)-O-C(=O)-R + NH₃ |> R-C(=O)-NH₂ + R-C(=O)-OH
37
General Equation: Reaction of 1° Amine & Acid Anhydride
R-C(=O)-O-C(=O)-R + R'NH₂ |> R-C(=O)-NH-R + R-C(=O)-OH
38
General Equation: Nitriles to Primary Aliphatic Amines
R-C≡N + 2H₂ |> R-CH₂NH₂
39
General Equation: Reaction of 2° Amine & Halogenoalkane
2RR'NH + R''X |> R''RR'N + RR'NH₂X
40
General Equation: Reaction of 1° Amine & Acyl Chloride
R-C(=O)-Cl + 2R'NH₂ |> R-C(=O)-NH-R' + R'NH₃Cl
41
General Equation: Reaction of Ammonia & Halogenoalkane
RX + 2NH₃ |> RNH₂ + NH₄X
42
General Equation: Reaction of 3° Amine & Halogenoalkane
R'''X + RR'R''N |> R'''R''R'RN⁺ + X⁻
43
General Equation: Reaction of 1° Amine & Halogenoalkane
RX + 2R'NH₂ |> RR'NH + R'NH₃X
44
General Equation: Reaction of Ammonia & Acyl Chloride
R-C(=O)-Cl + 2NH₃ |> R-C(=O)NH₂ + NH₄Cl
45
Uses of Quaternary Ammonium Salts?
Cationic Surfactants in Detergents & Softeners
46
What can be used to Prevent Further Substitution of Amines w/ Halogenoalkanes?
Excess of Amine
47
Order of Basicity of Amines is?
3° > 2° > 1° > ammonia > aromatic amines
48
Reagents & Conditions: Nitriles to Primary Aliphatic Amines
H₂ & Ni Catalyst
49
Define: Surfactants
Compounds w/ regions which are Partly Soluble in Water & Partly Insoluble