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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

+

H

Na2Cr2O7 / H

H

C
H

O
C

H

Na2Cr2O7 / 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

O

+

H3C

C
CH3

H

Na2Cr2O7 / H

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 + H Na2Cr2O7 / H H C H O C H Na2Cr2O7 / 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
  • 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