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IB Chemistry SL Organic Lesson 6: Alcohols

Alcohols as Fuels

Alcohols combust more readily (break bonds - lower bond enthalpy) than equivalent alkanes but release less energy since they are already partially oxidized.

Alcohol + oxygen → carbon dioxide + water

Alcohols are used a fuels:

  • As a fuel for cars - either pure or blended with petrol.

  • Methanol as fuel for competitive motor-sports including dragsters and monster trucks.

Much fuel ethanol is fermented from crops… crops that could otherwise be eaten, forcing up food prices. Is this ok?

Grain + yeast → alcohol (ethanol)

Oxidation state of carbon:

Carbon in alcohol (methanol) is -2. Carbon is the alkane (methane) is -4.

CH4 → CO2 (Has a movement of 8 electrons - carbons oxidation #)

CH3OH → CO2 (Has a movement of 6 electrons - release less energy)

Oxidation of alcohols

The most important reactions of the alcohols are their oxidation’s.

A range of compounds will oxidize them so the oxidizer is often represented as [O].

One oxidizing agent you need to know is potassium dichromate K2Cr2O7.

  • When using this, orange Cr (VI) is reduced to green Cr (III).

C2H5OH + Cr2O7-2 → CH3COOH + Cr3+

oxidation 3x(H2O + C2H5OH → CH3COOH + 4H+ + 4e-)

reduction 2x(6e- + 14H+ + Cr2O7-2 → 2Cr3+ + 7H2O)

16H+ + 2Cr2O7-2 + 3C2H5OH → 11H2O + 3CH3COOH + 4Cr+3

Oxidation Reaction Schemes

EC

IB Chemistry SL Organic Lesson 6: Alcohols

Alcohols as Fuels

Alcohols combust more readily (break bonds - lower bond enthalpy) than equivalent alkanes but release less energy since they are already partially oxidized.

Alcohol + oxygen → carbon dioxide + water

Alcohols are used a fuels:

  • As a fuel for cars - either pure or blended with petrol.

  • Methanol as fuel for competitive motor-sports including dragsters and monster trucks.

Much fuel ethanol is fermented from crops… crops that could otherwise be eaten, forcing up food prices. Is this ok?

Grain + yeast → alcohol (ethanol)

Oxidation state of carbon:

Carbon in alcohol (methanol) is -2. Carbon is the alkane (methane) is -4.

CH4 → CO2 (Has a movement of 8 electrons - carbons oxidation #)

CH3OH → CO2 (Has a movement of 6 electrons - release less energy)

Oxidation of alcohols

The most important reactions of the alcohols are their oxidation’s.

A range of compounds will oxidize them so the oxidizer is often represented as [O].

One oxidizing agent you need to know is potassium dichromate K2Cr2O7.

  • When using this, orange Cr (VI) is reduced to green Cr (III).

C2H5OH + Cr2O7-2 → CH3COOH + Cr3+

oxidation 3x(H2O + C2H5OH → CH3COOH + 4H+ + 4e-)

reduction 2x(6e- + 14H+ + Cr2O7-2 → 2Cr3+ + 7H2O)

16H+ + 2Cr2O7-2 + 3C2H5OH → 11H2O + 3CH3COOH + 4Cr+3

Oxidation Reaction Schemes