Amines Flashcards

(29 cards)

1
Q

How is nitration of benzene accomplished?

A

By adding HNO3/H2SO4

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2
Q

How many methods are there to prepare amines and what are they?

A

6 methods
1. Reduction of nitrogen compounds
2. Ammonolysis of alkyl halides
3. Reduction of Nitriles
4. Reduction of amides
5. Gabriel Phthalimide synthesis
6. Hoffman bromamide degradation reaction

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3
Q

What are the methods in reduction of nitrogen compounds compounds?

A
  1. By using H2/Pd/ethanol
  2. By using Sn + HCL
    ————-
    Fe + HCL
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4
Q

what is the process of converting an alkyl halide into a alkyl nitrile?

A

Add ethanolic NaCN

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5
Q

When amine salts react with bases like NaOH what is formed?

A

The parent amine is regenerated along with water and the halogen

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6
Q

What is the anime salt?

A

+. -
R-NH2-X

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7
Q

Why do amines behave as nucleophiles?

A

Due to the presence of unshared electron pair.

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8
Q

Explain the solubility of amine salts.

A

Soluble in water but not in organic solvents like ether

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9
Q

Larger the Kb value

A

Stronger is the base

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10
Q

Base is strong if

A

pKb value is low or Kb value is high

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11
Q

What happen when RNH2 reacts with H20?

A

We get RNH3 (+) + OH (-)

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12
Q

Basicity of an amine is related to?

A

Their structure

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13
Q

What does basic character of an amine depend on.

A

Ease of formation of the cation by accepting a proton from the acid. More stable more basic

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14
Q

What does the basic character of an amine depend on?

A

On the ease of formation and stability of the cation (RNH₃⁺) after accepting a proton.

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15
Q

Why are alkylamines stronger bases than ammonia in the gaseous phase?

A

Due to the +I effect of alkyl groups and hyperconjugation, which increase electron density on nitrogen and stabilize the ammonium ion by dispersing the positive charge.

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16
Q

Order of basicity of amines in gaseous phase?

A

3° > 2° > 1° > NH₃

17
Q

Why is the trend of amine basicity irregular in aqueous solution?

A

Because solvation and steric hindrance affect stability of ammonium ions.

18
Q

How does solvation influence amine basicity in water?

A

Smaller cations form more H-bonds with water, are better solvated, and hence more stable. Larger/sterically hindered ions are less solvated → less stable.

19
Q

Order of solvation (stability) of ammonium ions in water?

A

1° > 2° > 3°

20
Q

Final order of basicity of amines in aqueous solution?

A

2° > 1° > 3° > NH₃ (due to balance of +I effect, solvation, and steric hindrance).

21
Q

How many resonating structures for anilinium

A

2 (only the double bonds change.

22
Q

What do you ad din Gabriel phthalimide synthesis and what happens?

A

KOH which replaces hydrogen and forms phthalimide sakt and heated with R-X where R replaces the halogen to form N-Alkylphthalimide. Then NaOH aq is added where ONa attached to both carbon and we get RNH2

23
Q

Diaz onion salt formula

24
Q

How is Benzenediazonium prepared

A

Aniline + NaNo2 + HCl (HNO2 in situ) at 273-278K gives C6H5N2Cl + NaCl + H20

25
Acylation of amines
CH3 | C2H5-NH2 + CH3CO-Cl (ester) ——base——> C2H5-NH2-C-Cl ————> C2H5NHCOCH3 (N-Ethylethanamide | O + HCl
26
What do u get when R-N2Cl undergoes hydrolysis?
R-OH, HCl & N2
27
Carbyl amine reaction and use
R-NH2 +CHCl3 +3KoH —-heat—> R-NC +3KCl + 3H20 Test for primary amines
28
Reaction with nitrous acid in amines use?
Estimation of amino acids and proteins.
29
Reaction of arylsulphonyl chloride process and uses.
Benzenesulphonylchloride + ethanamine gives N-Ethylbenzenesulphonamide and HCl Does not react with tertiaryamines so it can distinguish between 2ndary and 3ertiary