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19 Cards in this Set

  • Front
  • Back

Amines



What are amines?

Ammonia derivatives.

Amines



What is a primary amine, a secondary and tertiary amine?

Primary - One H atom replaced
 
Secondary - Two H atoms replaced
 
Tertiary - Three H atoms replaced

Primary - One H atom replaced



Secondary - Two H atoms replaced



Tertiary - Three H atoms replaced

Amines



What are the functions of



a) Amphetamine



b) Phenylephrine



c) Adrenaline

a) A complex amine used to treat daytime drowsiness and chronic fatigue syndrome



b) Commonly userd as a decongestant. Found in many cold and flu remedies with paracetemol



c) The 'fight or flight' amine that helps the body to deal with sudden stress.

Amines
 
Name the following amine:


Amines



Name the following amine:

2-methyl-2-propanamine

Amines
 
Name the following amine:

Amines



Name the following amine:

N-methylpropanamine

Amines
 
Name the following amine:

Amines



Name the following amine:

N,N-dimethylethanamine

Amines



What is a base?

A proton acceptor.

Amines



What makes amines weak bases?

The lone pair of electrons on the Nitrogen atom.



The fact that it can accept a H+

Amines



What happens when an amine accepts a proton?

A dative covalent bond forms between thelone pair of electrons of the Nitrogen atom and the proton

Amines



Draw the reaction between methylamine and a proton.

Amines



Base + Acid = ?

Salt

Amines



Draw the reaction of phenylamine and nitric acid

Amines



How are aliphatic amines prepared?

By warming halogenoalkanes gently with anexcess of ammonia, with ethanol as a solvent.

Amines



Write the reaction for the formation of propylamine and the subsequent reactionsthat follows. Describe what happens in each reaction.

1) CH3CH2CH2Cl + NH3 -> CH3CH2CH2NH2 + HCl



Ammonia reacts with 1-chloropropane by nucleophilic substitution.



Ammonia has a lone pair of electrons that attacks the partially positive carbon atom in the C-Cl bond.





2) NH3 + HCl -> NH4+Cl-



Further ammonia then reacts with the HCl formed.





3) CH3CH2CH2Cl + CH3CH2CH2NH2 -> (CH3CH2CH2)2NH + HCl



The product of the first reaction - propylamine, also has a lone pair of electrons which attacks another molecule of 1-chloropropane, causing further stubstitution.





THE EXCESS AMMONIA IS USED TO MINIMISE THE FURTHER SUBSTITUTION.


Amines



How do you prepare an aromatic amine?

By reducing nitrobenzen or other nitroarenes using a mixture of tin and concentrated hydrochloric acd, heated under reflux, followed by neutralisation of the excess HCl.

Amines



Draw the reduction of nitrobenzene.

Amines



What are the two steps in the industrial preperation of dyestuffs?

1) Diazotisation



2) Coupling reactions

Amines



Describe the first step in the preperation of azo dyes.

Diazotisation - forms the diazoniun ion
When a mixture of phenylamine and nitrous acid is kept below 10°C, a diazonium salt is formed.
 
1) HNO2 (nitrous acid) is generated by the following reaction:
 
NaNO2 + HCl -> HNO2 + NaCl
 
2) The cold nit...

Diazotisation - forms the diazoniun ion


When a mixture of phenylamine and nitrous acid is kept below 10°C, a diazonium salt is formed.



1) HNO2 (nitrous acid) is generated by the following reaction:



NaNO2 + HCl -> HNO2 + NaCl



2) The cold nitrous acid then reacts with an aromatic amine to form a diazonium salt.

Amines



Describe the second step in the preperation of azo dyes.

Coupling
 
A coupling reaction occurs when the diazonium salt, benzenediazonium chloride, is reacted with a phenol/aromatic compound underalkaline conditions.
 
In the reaction, two benzene rings are linked through an azo functional group -N=N-
 
...

Coupling



A coupling reaction occurs when the diazonium salt, benzenediazonium chloride, is reacted with a phenol/aromatic compound underalkaline conditions.



In the reaction, two benzene rings are linked through an azo functional group -N=N-



The prodct is a brightly coloured compound used as an azo dye.