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Redox reactions
Redox reactions of primary
alcohols
 Primary

alcohols react with oxidising agents
such as potassium manganate(VII) or
sodium dichromate(VI), forming the
corresponding aldehyde
 For example, ethanol reacts forming ethanal
 Ethanal is also formed in the metabolism of
ethanol in the human body
Reaction of ethanol with sodium
dichromate(VI)
Reaction of ethanol with sodium
dichromate(VI)
 This

reaction is used in the preparation of
ethanal
 Reaction conditions: heat, excess ethanol,
acidified sodium dichromate(VI) solution
 The aldehyde is distilled off as it is formed in
order to prevent further oxidation to ethanoic
acid
Preparation of ethanal
Oxidation of primary alcohols
 Primary

alcohols such as ethanol are
oxidised to the corresponding aldehydes,
which can be further oxidised to the
corresponding carboxylic acids.
Oxidation of ethanol

H
H

H

C

C

H

OH

H

N a 2C r2O

7

/ H

H

+

H

C
H

O
C
H

N a 2C r2O

7

/ H

H

+

H

C
H

O
C
OH
Reaction of ethanol with sodium
dichromate(VI)
 This

reaction is used in the preparation of
ethanoic acid
 Reaction conditions: heat, excess acidified
sodium dichromate(VI) solution
 The reaction mixture is refluxed in order to
bring about oxidation to ethanoic acid
Preparation of ethanoic acid

Reflux

followed by

Distillation
Oxidation of secondary alcohols
 Secondary

alcohols such as propan-2-ol are
oxidised to the corresponding ketones, such
as propanone
 Unlike aldehydes, ketones are not easily
oxidised, and so no further oxidation takes
place
Oxidation of propan-2-ol

OH
H3C

C
CH3

H

N a 2C r2O

7

/ H

O

+

H3C

C
CH3
Combustion of organic
compounds
 Most

organic compounds burn in air, forming
carbon dioxide and water
 The structure of the compounds’ molecules is
completely destroyed, with the carbon and
hydrogen atoms in each molecule being
oxidised
 Combustion is exothermic, and ethanol is
used as a fuel where it can be produced
cheaply
Non-flammable organic
compounds
 Fully

halogenated alkanes such as
bromochlorodifluoromethane are nonflammable
 Because of this they can be used in fire
extinguishers and as flame retardants
 For environmental reasons, the use of many
of these substances is being phased out
Reduction of aldehydes and
ketones
 Aldehydes

and ketones can be reduced to
the corresponding alcohols, using hydrogen
passed over the heated surface of a nickel
catalyst
 For example, ethanal is reduced to ethanol
Reduction of ethanal to ethanol
Reduction of propanone to
propan-2-ol

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7.3 redox reactions 7.3

  • 2. Redox reactions of primary alcohols  Primary alcohols react with oxidising agents such as potassium manganate(VII) or sodium dichromate(VI), forming the corresponding aldehyde  For example, ethanol reacts forming ethanal  Ethanal is also formed in the metabolism of ethanol in the human body
  • 3. Reaction of ethanol with sodium dichromate(VI)
  • 4. Reaction of ethanol with sodium dichromate(VI)  This reaction is used in the preparation of ethanal  Reaction conditions: heat, excess ethanol, acidified sodium dichromate(VI) solution  The aldehyde is distilled off as it is formed in order to prevent further oxidation to ethanoic acid
  • 6. Oxidation of primary alcohols  Primary alcohols such as ethanol are oxidised to the corresponding aldehydes, which can be further oxidised to the corresponding carboxylic acids.
  • 7. Oxidation of ethanol H H H C C H OH H N a 2C r2O 7 / H H + H C H O C H N a 2C r2O 7 / H H + H C H O C OH
  • 8. Reaction of ethanol with sodium dichromate(VI)  This reaction is used in the preparation of ethanoic acid  Reaction conditions: heat, excess acidified sodium dichromate(VI) solution  The reaction mixture is refluxed in order to bring about oxidation to ethanoic acid
  • 9. Preparation of ethanoic acid Reflux followed by Distillation
  • 10. Oxidation of secondary alcohols  Secondary alcohols such as propan-2-ol are oxidised to the corresponding ketones, such as propanone  Unlike aldehydes, ketones are not easily oxidised, and so no further oxidation takes place
  • 11. Oxidation of propan-2-ol OH H3C C CH3 H N a 2C r2O 7 / H O + H3C C CH3
  • 12. Combustion of organic compounds  Most organic compounds burn in air, forming carbon dioxide and water  The structure of the compounds’ molecules is completely destroyed, with the carbon and hydrogen atoms in each molecule being oxidised  Combustion is exothermic, and ethanol is used as a fuel where it can be produced cheaply
  • 13. Non-flammable organic compounds  Fully halogenated alkanes such as bromochlorodifluoromethane are nonflammable  Because of this they can be used in fire extinguishers and as flame retardants  For environmental reasons, the use of many of these substances is being phased out
  • 14. Reduction of aldehydes and ketones  Aldehydes and ketones can be reduced to the corresponding alcohols, using hydrogen passed over the heated surface of a nickel catalyst  For example, ethanal is reduced to ethanol
  • 15. Reduction of ethanal to ethanol
  • 16. Reduction of propanone to propan-2-ol