What are alcohols?

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What are alcohols?

        Alcohols are a specific group of substances that are hydroxyl derivatives of hydrocarbons but more explicitly they are types of fuel. A fuel is a substance (e.g. methane) that readily undergoes combustion (the combustion of a substance involves its reaction with oxygen and the release of energy) and gives out large amounts of energy. The combustion of fuels is usually an exothermic reaction.

The distinction between alcohols and other fuels, such as methane, is that alcohols are a homologous series of compounds that contain the –OH group of atoms as the functional group. The functional group in a molecule is the group of atoms within the structure that determines the characteristic reactions of that substance. All the earlier, smaller alcohols have a neutral pH, and are colourless liquids that do not conduct electricity. The general chemical structure of an alcohol is as follows:

CnH(2n+1)OH

By far the most well known alcohol is ethanol, which often goes by the common name of alcohol itself.

Its chemical formula is C2H5OH. It is produced in industry by reacting ethene and steam together. They are first compressed to 60 atmospheres and passed over a catalyst (immobilised phosphoric(v) acid) at 300ºC.

                  300ºC, 60 atmospheres

ethene + steam ———————› ethanol

                 phosphoric acid

fuel + oxygen ——› carbon dioxide + water

and replacing the fuel with the alcohol gives:

alcohol(CnH2n+1OH) + oxygen(O2) ——› carbon dioxide(CO2) + water(H2O)

What am I going to investigate?

        The aim of the investigation is to work with the combustion of specific alcohols. However, just mindlessly burning fuels is not going to achieve anything extensive. I need to have something to study. Firstly I have to narrow down the investigation by stating which alcohols I am going to work with. Below are the alcohols I will use:

  • Methanol         (CH3OH)                1 carbon atom        least carbon

Atoms

  • Ethanol         (C2H5OH)                2 carbon atoms          
  • Propan-1-ol        (C3H7OH)                3 carbon atoms
  • Butan-1-ol        (C4H9OH)                4 carbon atoms

Most carbon atoms

These are the first four basic alcohols that share common properties such as being colourless, non-conductors and have a neutral pH. They are exclusively linked together by the pattern in the number of carbon atoms in each of the alcohols’ molecules. As you can see from the chemical formulas of the alcohols they go in ascending order of number of carbon atoms – methanol starting with one up to butan-1-ol, which has four carbon atoms in a molecule.

        What I want to study and find out is that between the four alcohols, which alcohol is the best alcohol? But on what conditions and criteria can I determine which alcohol is the best?

Relating back to investigating combustion it would be logical to grade the alcohols by which one can produce the most energy. An experiment to find this, however, would have to be carefully planned because calculating energy output by means of a practical experiment can be endlessly flawed in a variety of ways. Also to find the best one would involve comparing one to another. This is not as straightforward as it sounds. It would not be viable to simply burn equal masses of each fuel and see which one release most energy. This is because the size and the mass of the molecule of each alcohol is different and so having the same mass of each alcohol would result in having a different number of moles of each, which are ultimately what are being reacted – the molecules. Therefore, each alcohol would have to be compared by the number of moles of each that are burnt.

The best alcohol can now be defined as follows:

The best alcohol is that which is the most efficient; that which releases the most energy for the same amount of moles combusted.

Planning Assessment

I plan to measure the enthalpy change of combustion of varying alcohols, by burning the alcohol, using a spirit burner, and calculating the energy transfer to water.

The enthalpy of combustion is the 'enthalpy change when one mole of any substance is completely burnt in oxygen under standard conditions, which are a pressure of 1 atmosphere and temperature of 298K (25 degrees centigrade).

For this experiment energy is being released by the fuel in the form of heat which is heating the surroundings therefore it is an exothermic reaction.

I shall be using isomers of alcohols e.g. methanol as they contain oxygen bonds and isomers are commonly used as fuels, as they are branched and have an anti knocking effect. I have decided to use elements such as propan-1-ol and butan-1-ol because they have the closest structural arrangement to the other alcohols that I am going to be testing. Using elements with the OH functional group means that they are derived from the alcohol family, and in this case they are all straight chained molecules, and two branched molecules.

It is the breaking and making of the bonds such as carbon and oxygen that release the potential energy from the fuel, mainly oxygen bonds therefore it is said that instead of being known as fuel systems it should be fuel oxygen systems.  Therefore I conclude that as the alcohol molecules increase, the number of carbon and oxygen bonds shall also increase, therefore the more carbon atoms that are in the molecule the greater the enthalpy change of combustion should be.

The bond enthalpy differentiates between different bonds between different elements; the energy needed largely depends on whether there is a double bond or single bond and the bond length.  A trend is that the shorter the bond length the more energy (kJ/mol) is required to break the bond. Therefore bonds between different atoms require or release different amounts of energy when they are broken or made. By using a bond enthalpy equation using the alcohol being used it is possible to calculate the amount of energy that should be released from the reaction.

The values given for the bond enthalpies also assume that the reactants and products are in a gaseous state, but this is not true as the water and alcohol are both in liquid states.

It is therefore possible to analyse and calculate which alcohol has the highest enthalpy of combustion; it should theoretically be butan-1-ol as it contains the most number of carbon chains.

“If you raise the temperature of an object you increase the energy of the particles it is made from, to do this you need to supply energy. The energy needed to raise the temperature is proportional to the mass of the substance and the temperature rise”.

For any reaction to take and energy released bonds must be broken and made, bond breaking requires energy while bond making releases energy, an example for this type of reaction is methanol.

It should be stated that  it is not necessary for all the bonds to break before the reaction starts especially in fuels such as the alcohols otherwise a great amount of heat will be needed, once a couple of bonds have broken new bond may form and this gives the energy for the reaction to carry on.

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Hypothesis

        This hypothesis is based on the knowledge that I have of fuels and alcohols and the knowledge I have about energy in reactions. This hypothesis will include my predictions as to which alcohol is the best one and why.

        In order for a reaction to take place energy has to be taken in to break the bonds of the molecules being reacted. When the products of the reaction are created, they are being made by the re-forming of the broken bonds but in a new arrangement. When the new bonds are formed energy is released again. In ...

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