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REACTIONS OF
ALCOHOLS
ALCOHOLS
 Alcohols: Organic compounds containing
hydroxyl (-OH) functional groups.
R OH
 Combustion
 Reaction with sodium
 Oxidation
 Esterification
 Dehydration
REACTIONS OF ALCOHOLS
COMBUSTION
• Ethanol burns with oxygen to produce carbon dioxide
and water.
• The reaction is exothermic, with large amounts of heat
energy being produced
• Ethanol burns with a clear blue flame
• This is due to the ration of carbon on to hydrogen atoms
being low. All is carbon is converted to carbon dioxide.
• No unreacted carbon is left to produce soot.
REACTION WITH SODIUM
 Alcohols reacts with Na at room temperature to
form salts (sodium alkoxides) and hydrogen.
2R-O-H + 2Na → 2R-ONa + H2
+ H2
 For example:
CH3CH2OH + Na → CH3CH2ONa
alcohol sodium ethoxide
OXIDATION
CH₃ C OH
H
KMnO4/H+
or K2Cr2O7/H+
O
CH₃-C-OH
carboxylic acid
H
 When ethanol is heated with acidified potassium manganate (VII)
solution or acidified potassium dichromate (VI), powerful oxidizing
agents, ethanol is oxidized to ethanoic acid
 Ethanol is the reducing agent
 When heated with potassium manganate (VII) solution the purple
colour is decolorized
 The ethanol reduces the purple manganate (VII) ion (MnO4⁻) to
colourless manganese (II) ion (Mn²⁺)
 When heated with acidified potassium dichromate (VI), the ethanol
reduces the orange dichromate (VI),Cr2O7²⁻, to the green
chrominium (III) ion, Cr³⁺.
 Esterification:
- the reaction between an alcohol and a carboxylic acid to
form an ester and H2O.
ESTERIFICATION
O
R C O H H O R'
H+
CH3CH2-O-H
O
CH3 C O H
H+
R
O
CH3 C OCH2CH3
O
C O R' H2O
H2O
carboxylic acid alcohol ester
EXAMPLES
ethanol ethanoic acid ethyl ethanoate
 Dehydration of alcohols will formed alkenes
DEHYDRATION
conc. H2SO4
R-CH2-CH2-OH R-CH=CH2 + H2O
170⁰C
REFERENCES
 https://easychem.com.au/production-of-materials/renewable-
ethanol/dehydration-of-ethanol/
 Miza Kamaruzzaman, 2013 Chaper 1 alcohols,
https://www.slideshare.net/mizakamaruzzaman/chapter-1-
alcohols?from_action=save
 Tindale, Ritchie et al, 2014, Chemistry for CSEC 2nd Edition,
Nelson Thornes. Chapter 15, p256-258
 https://www.youtube.com/watch?v=-aLRcr5QZNU

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Reactions of alcohols

  • 2. ALCOHOLS  Alcohols: Organic compounds containing hydroxyl (-OH) functional groups. R OH
  • 3.  Combustion  Reaction with sodium  Oxidation  Esterification  Dehydration REACTIONS OF ALCOHOLS
  • 4. COMBUSTION • Ethanol burns with oxygen to produce carbon dioxide and water. • The reaction is exothermic, with large amounts of heat energy being produced • Ethanol burns with a clear blue flame • This is due to the ration of carbon on to hydrogen atoms being low. All is carbon is converted to carbon dioxide. • No unreacted carbon is left to produce soot.
  • 5. REACTION WITH SODIUM  Alcohols reacts with Na at room temperature to form salts (sodium alkoxides) and hydrogen. 2R-O-H + 2Na → 2R-ONa + H2 + H2  For example: CH3CH2OH + Na → CH3CH2ONa alcohol sodium ethoxide
  • 6. OXIDATION CH₃ C OH H KMnO4/H+ or K2Cr2O7/H+ O CH₃-C-OH carboxylic acid H  When ethanol is heated with acidified potassium manganate (VII) solution or acidified potassium dichromate (VI), powerful oxidizing agents, ethanol is oxidized to ethanoic acid  Ethanol is the reducing agent  When heated with potassium manganate (VII) solution the purple colour is decolorized  The ethanol reduces the purple manganate (VII) ion (MnO4⁻) to colourless manganese (II) ion (Mn²⁺)  When heated with acidified potassium dichromate (VI), the ethanol reduces the orange dichromate (VI),Cr2O7²⁻, to the green chrominium (III) ion, Cr³⁺.
  • 7.  Esterification: - the reaction between an alcohol and a carboxylic acid to form an ester and H2O. ESTERIFICATION O R C O H H O R' H+ CH3CH2-O-H O CH3 C O H H+ R O CH3 C OCH2CH3 O C O R' H2O H2O carboxylic acid alcohol ester EXAMPLES ethanol ethanoic acid ethyl ethanoate
  • 8.  Dehydration of alcohols will formed alkenes DEHYDRATION conc. H2SO4 R-CH2-CH2-OH R-CH=CH2 + H2O 170⁰C
  • 9. REFERENCES  https://easychem.com.au/production-of-materials/renewable- ethanol/dehydration-of-ethanol/  Miza Kamaruzzaman, 2013 Chaper 1 alcohols, https://www.slideshare.net/mizakamaruzzaman/chapter-1- alcohols?from_action=save  Tindale, Ritchie et al, 2014, Chemistry for CSEC 2nd Edition, Nelson Thornes. Chapter 15, p256-258  https://www.youtube.com/watch?v=-aLRcr5QZNU