Amines Flashcards

1
Q

What are amines classed as?

A

Primary, secondary or tertiary.

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2
Q

How are amines classed?

A

Depending on how many hydrogen atoms have been replaced by organic groups compared to ammonia (NH3).

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3
Q

What is the bond angle on an an amine and why?

A

107, because of the lone pair of electrons.

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4
Q

Do amines act as acids or bases?

A

Both

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5
Q

How do amines act as bases?

A

The lone pair of electrons on the Nitrogen can attract hydrogen ions, or accept a proton.

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6
Q

What do amines acting as bases produce?

A

Ionic salts

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7
Q

What is the order of base strength from strongest to weakest?

A

Secondary amine, primary amine, ammonia and aryl amine.

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8
Q

Why are aryl amines weaker bases than ammonia?

A

The lone pair of electrons are delocalised onto the aromatic ring.

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9
Q

What is the inductive effect?

A

Alkyl groups release electrons making the lone pair more available for donation.

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10
Q

How is the inductive effect shown?

A

An arrow along the bond in the direction of electron release.

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11
Q

Why can amines and ammonia act as nucleophiles?

A

The lone pair of electrons on the nitrogen atom with which they can attack compounds with a C^d+.

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12
Q

What is the reaction of ammonia with a halogenoalkane? What are the conditions?

A

Nucleophilic substitution. Ethanol with excess ammonia.

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13
Q

What is the product of the reaction of ammonia with a halogenoalkane?

A

A primary amine (also a nucleophile)

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14
Q

What would be produced if there was excess halogenoalkane in a reaction of ammonia with the halogenoalkane?

A

A primary amine would form, then a secondary amine, then a tertiary amine and eventually a quarternary ammonium salt.

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15
Q

What is the reaction in which amines react with acid chlorides and acid anhydrides?

A

Addition-elimination

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16
Q

What is produced in the reaction between an amine and an acid anhydride/acyl chloride?

A

Amides.

17
Q

How can primary amines be prepared?

A

The reduction of nitriles with hydrogen and a nickle catalyst.

18
Q

How can phenyl amines be prepared?

A

By nitrating the arene with with conc. H2SO4 and nitric acid and then reducing the nitro-compound with tin and HCl.

19
Q

What is a condensation polymer?

A

A polymer produced from two different monomers with two functional groups- eliminates a small molecule (H2O).

20
Q

What are polyesters made from?

A

A diol and a dicoarboxylic acid.

21
Q

What are polyamides made from?

A

A diamine and a dicarboxylic acid.

22
Q

How can condensation polymers be broken down?

A

Hydrolysis

23
Q

Why are the hydrogen bonds not as strong in amines as in alcohols?

A

Oxygen is more electronegative and so there is stronger dipole-dipole attraction in an -OH group.

24
Q

Why are primary amines soluble in water and alcohols?

A

They form hydrogen bonds with these solvents.

25
Q

Why are tertiary akylamines not stronger bases than secondary akylamines?

A

They are less soluble in water

26
Q

Name 4 uses of amines.

A
  • Nylon,
  • Polyurethane,
  • Dyes,
  • Drugs.
27
Q

What ammonium compound is used in the manufacture of hair and fabric conditioners and why?

A

Quarternary ammonium compounds (cationic surfactants) because they form cations.

28
Q

How do ammonium compounds act as hair and fabric conditioners?

A

Hair and wet fabric pick up negative charges. Positive charges on cations attract them to the wet surface and form a coating that prevents build up of static.

29
Q

How do you name an amide?

A

N- (carbon atoms attached to N) (carbon atoms attached to =O) amide

30
Q

What condition would you use to produce a primary amine in the nucleophilic substitution of a halogenoalkane by ammonia?

A

Excess ammonia

31
Q

What condition would you use to produce a secondary or tertiary amine in the nucleophilic substitution of a halogenoalkane by ammonia?

A

Excess halogenoalkane.