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1d,e   Making Crude Oil Useful + Making Polymers




                   LPG               Petrol




        Paraffin                      Diesel




                         Crude Oil



               Surfacing             Heating Oil
               Roads




                     This page is
                     just a front
                         cover
The Alkane and Alkene Hydrocarbon Families

  •   Hydrocarbons are compounds made from ____________ and __________ only.

  •   The 2 families of hydrocarbons that you need to learn about are called the

      _______________ and the _______________ (be very careful with your

      handwriting and spelling – examiners will not be kind to you!)



  The Alkanes
      •   Carbon must always form 4 covalent chemical bonds
      (you will find out why in another module what covalent bonds are but for now you must just learn
      this fact and the name of the bonds because it will help you).
      •   When we draw and name chemicals we use rules to help us:

                     1. The name of a molecule with 1 carbon atom has the prefix

      ____

                                                            2

             ____

                                                            3

             ____

                                                            4

             ____

                 2. The end of the molecule name tells us which family of chemicals the
                 molecule belongs to
                       e.g. alkane names end in ane
                              alkene             ene


To show how these rules work, consider the first 4 alkanes:
General formula:

                                                                           CnH2n
The Alkenes        C=C
•   Alkenes are also hydrocarbons because they are made from hydrogen and carbon

    only.

•   The difference between alkenes and alkanes is that alkenes have a carbon-carbon

    double covalent bond, C=C

•   This makes alkenes more chemically reactive than alkanes e.g. for making polymers

•   Using the same 2 rules as before but adding a C=C we can draw and name the

    alkenes:




What would be the name and molecular formula of the next alkene in the series?




The Alkynes

You do not need to learn about the alkynes but they have a carbon-carbon triple bond.
See if you can use the rules that you have learned to draw and name three alkynes.




If you want a really hard challenge, try writing a general formula for the alkynes.
Testing for Alkanes and Alkenes

     •   Alkanes are said to be saturated because their carbon atoms are surrounded by as

         many single covalent bonds as possible.

     •   Alkenes have at least one carbon-carbon double covalent bond, C=C, so they are said

         to be unsaturated.

     •   For each of the displayed formulae below state whether they are saturated or
         unsaturated (name the first 2 compounds):




                                                                                   cyclohexene
name:
saturated?:

     •   The C=C in alkenes means that alkenes are more reactive and there is a chemical
         test you must learn that tells us whether we have a saturated hydrocarbon (alkane)
         or an unsaturated hydrocarbon (alkene).



     Testing for unsaturation with bromine water

                                             Saturated                  Unsaturated
     Bromine water is a
                                              (alkanes)                (alkenes, C=C)
     yellow/brown colour




     Higher
                  Why does the bromine water decolourise?

     1. The __________ breaks in the alkene
     2. The Br-Br bond breaks
     3. Each bromine atom in the molecule attaches itself to a ______________ carbon atom




     4. As the bromine molecules are used up their brown colour ________________
        because the product is colourless.
Crude Oil

•   ____________ Fuels are fuels that were made over _________________ of
    years from dead plants and animals.

•   There are 3 fossil fuels:
             1. ________ – made from dead trees

             2. ____________ – made from dead sea creatures

             3. _____________ - usually found with crude oil

•   Fossil fuels are ________________ resources. That means that there is a

    ______________ amount and they will run out.


•   Fossil fuels are also said to be ___________________. That means that they are
    being used up faster than they can be made.


Crude Oil

•   Crude oil is made from many different ________________ mixed together

•   These fractions are made from chemical compounds called ___________________

•   Hydrocarbons are compounds made from the elements _________ and ______ only

•   Hydrocarbons can be different sizes which gives them different boiling points. This

    allows us to separate fractions by their different boiling points using fractional

    distillation. Large fractions have high boiling points



             Separating Crude Oil into fractions by Fractional Distillation

                                        1. The crude oil is heated and _____________

                                            and then fed into the fractionating tower

                                        2. The hot vapours ________ and _________

                                        3. As the fractions cool below their boiling point

                                            they ___________ and are collected as liquids.
                                        (Note that fractionating towers work 24 hours a day. In industry
                                        they call this a continuous process)


                          See the separate table and learn the properties and uses of
                          the fractions
The Laboratory Fractional Distillation of Crude Oil

    In the lab we distil a small amount of crude oil. This is called a ____________ process

                                       ————



                                         ————




                       ————




                       ————               ————



    1. The hydrocarbon mixture is ______________________

    2. When the liquid reaches the boiling point (bpt) of the _____________ fraction

         that fraction _______________ then cools and _____________ in the test tube.

    3. When all the smallest fraction has been collected the temperature of the liquid

         starts to ____________ again. It increases to the bpt of the next largest fraction

         which then evaporates. This process continues until all of the fractions have been

         collected.
                                                                              covalent bond, C-H


                                                                              intermolecular force
                                                                                (between molecules)


HIGHER
            How does fractional distillation work?

    1. Covalent bonds between carbon and hydrogen atoms within a hydrocarbon molecule
       are stronger than the ________________ forces between hydrocarbon molecules

    2. During boiling intermolecular forces are ______________

    3. Intermolecular forces between large hydrocarbon molecules are ______________
       than those between smaller hydrocarbon molecules

    4. Hydrocarbons with large molecules have a ________________ boiling temperature
       than those with smaller molecules
Catalytic Cracking

•   The fractions produced in fractional distillation have different uses

•   There is a greater demand for the ______________ fractions e.g. petrol than we

    can meet but there is an _____________ of the larger fractions (more than we

    can use).

•   If we ___________ the large hydrocarbons with a ___________ (aluminium oxide,

    Al2O3) we can ___________ them into shorter more ____________ hydrocarbons.




Test with bromine water
To find out if we have made both an alkane and an alkene we can test each fraction

with ____________ water. Alkenes turn bromine water from ________ to

___________



Summary

1. Cracking converts large alkane molecules into smaller __________ and

    __________ molecules

2. Cracking makes useful alkene molecules that can be used to make ____________
3. Cracking helps oil refineries match their ______________ of useful products such

         as petrol with the __________________ for them (it turns long useless fractions

          into shorter
        poly = many       more useful ones)
        mer = part
        mono = one
                                       Addition Polymerisation

    •    The molecules in plastics are called _____________ molecules

    •    Polymers are very ____________ molecules

    •    They are made by adding lots of small molecules together called _____________

    •    The reaction that makes polymers from monomers is called __________________

    •    Polymerisation is a process that needs the following conditions:

                 1.

                 2.


        Higher        What monomers are used to make polymers?

    Unsaturated hydrocarbons make good monomers because of their carbon-carbon double

    bonds, C=C, so we often use alkene molecules as monomers

             e.g. ______________ makes _______________ also known as polythene


    Polymers are formed in two steps

             1. One bond in the carbon-carbon double bond _____________

             2. The molecules join end to end to make a long _______________




The ends of the chain are
left open to show that
more monomers could join
on.
(This is the only time in
chemistry you are allowed to
leave a bond unfinished).
Naming polymers
First write “poly” and then the name of the monomer in brackets afterwards e.g.
       ethene                                poly(ethene)
       styrene                               __________________
       _______________                       poly(vinyl chloride) PVC
Drawing polymers
Polymers can be made from hundreds of monomers joined together. It is not necessary
to draw every monomer in a polymer chain and instead we draw the _______________

e.g.


     n




         ethene



     n




         chloroethene
or       vinyl chloride




                                                        poly(propene)




ALSO

styrene (replace H on ethene with benzene ring, C6H5)

tetrafluoroethene makes PTFE (substitute all 4 H on ethene with F)

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C1d,E Making Crude Oil Useful+Polymers

  • 1. 1d,e Making Crude Oil Useful + Making Polymers LPG Petrol Paraffin Diesel Crude Oil Surfacing Heating Oil Roads This page is just a front cover
  • 2. The Alkane and Alkene Hydrocarbon Families • Hydrocarbons are compounds made from ____________ and __________ only. • The 2 families of hydrocarbons that you need to learn about are called the _______________ and the _______________ (be very careful with your handwriting and spelling – examiners will not be kind to you!) The Alkanes • Carbon must always form 4 covalent chemical bonds (you will find out why in another module what covalent bonds are but for now you must just learn this fact and the name of the bonds because it will help you). • When we draw and name chemicals we use rules to help us: 1. The name of a molecule with 1 carbon atom has the prefix ____ 2 ____ 3 ____ 4 ____ 2. The end of the molecule name tells us which family of chemicals the molecule belongs to e.g. alkane names end in ane alkene ene To show how these rules work, consider the first 4 alkanes:
  • 3. General formula: CnH2n The Alkenes C=C • Alkenes are also hydrocarbons because they are made from hydrogen and carbon only. • The difference between alkenes and alkanes is that alkenes have a carbon-carbon double covalent bond, C=C • This makes alkenes more chemically reactive than alkanes e.g. for making polymers • Using the same 2 rules as before but adding a C=C we can draw and name the alkenes: What would be the name and molecular formula of the next alkene in the series? The Alkynes You do not need to learn about the alkynes but they have a carbon-carbon triple bond. See if you can use the rules that you have learned to draw and name three alkynes. If you want a really hard challenge, try writing a general formula for the alkynes.
  • 4. Testing for Alkanes and Alkenes • Alkanes are said to be saturated because their carbon atoms are surrounded by as many single covalent bonds as possible. • Alkenes have at least one carbon-carbon double covalent bond, C=C, so they are said to be unsaturated. • For each of the displayed formulae below state whether they are saturated or unsaturated (name the first 2 compounds): cyclohexene name: saturated?: • The C=C in alkenes means that alkenes are more reactive and there is a chemical test you must learn that tells us whether we have a saturated hydrocarbon (alkane) or an unsaturated hydrocarbon (alkene). Testing for unsaturation with bromine water Saturated Unsaturated Bromine water is a (alkanes) (alkenes, C=C) yellow/brown colour Higher Why does the bromine water decolourise? 1. The __________ breaks in the alkene 2. The Br-Br bond breaks 3. Each bromine atom in the molecule attaches itself to a ______________ carbon atom 4. As the bromine molecules are used up their brown colour ________________ because the product is colourless.
  • 5. Crude Oil • ____________ Fuels are fuels that were made over _________________ of years from dead plants and animals. • There are 3 fossil fuels: 1. ________ – made from dead trees 2. ____________ – made from dead sea creatures 3. _____________ - usually found with crude oil • Fossil fuels are ________________ resources. That means that there is a ______________ amount and they will run out. • Fossil fuels are also said to be ___________________. That means that they are being used up faster than they can be made. Crude Oil • Crude oil is made from many different ________________ mixed together • These fractions are made from chemical compounds called ___________________ • Hydrocarbons are compounds made from the elements _________ and ______ only • Hydrocarbons can be different sizes which gives them different boiling points. This allows us to separate fractions by their different boiling points using fractional distillation. Large fractions have high boiling points Separating Crude Oil into fractions by Fractional Distillation 1. The crude oil is heated and _____________ and then fed into the fractionating tower 2. The hot vapours ________ and _________ 3. As the fractions cool below their boiling point they ___________ and are collected as liquids. (Note that fractionating towers work 24 hours a day. In industry they call this a continuous process) See the separate table and learn the properties and uses of the fractions
  • 6. The Laboratory Fractional Distillation of Crude Oil In the lab we distil a small amount of crude oil. This is called a ____________ process ———— ———— ———— ———— ———— 1. The hydrocarbon mixture is ______________________ 2. When the liquid reaches the boiling point (bpt) of the _____________ fraction that fraction _______________ then cools and _____________ in the test tube. 3. When all the smallest fraction has been collected the temperature of the liquid starts to ____________ again. It increases to the bpt of the next largest fraction which then evaporates. This process continues until all of the fractions have been collected. covalent bond, C-H intermolecular force (between molecules) HIGHER How does fractional distillation work? 1. Covalent bonds between carbon and hydrogen atoms within a hydrocarbon molecule are stronger than the ________________ forces between hydrocarbon molecules 2. During boiling intermolecular forces are ______________ 3. Intermolecular forces between large hydrocarbon molecules are ______________ than those between smaller hydrocarbon molecules 4. Hydrocarbons with large molecules have a ________________ boiling temperature than those with smaller molecules
  • 7. Catalytic Cracking • The fractions produced in fractional distillation have different uses • There is a greater demand for the ______________ fractions e.g. petrol than we can meet but there is an _____________ of the larger fractions (more than we can use). • If we ___________ the large hydrocarbons with a ___________ (aluminium oxide, Al2O3) we can ___________ them into shorter more ____________ hydrocarbons. Test with bromine water To find out if we have made both an alkane and an alkene we can test each fraction with ____________ water. Alkenes turn bromine water from ________ to ___________ Summary 1. Cracking converts large alkane molecules into smaller __________ and __________ molecules 2. Cracking makes useful alkene molecules that can be used to make ____________
  • 8. 3. Cracking helps oil refineries match their ______________ of useful products such as petrol with the __________________ for them (it turns long useless fractions into shorter poly = many more useful ones) mer = part mono = one Addition Polymerisation • The molecules in plastics are called _____________ molecules • Polymers are very ____________ molecules • They are made by adding lots of small molecules together called _____________ • The reaction that makes polymers from monomers is called __________________ • Polymerisation is a process that needs the following conditions: 1. 2. Higher What monomers are used to make polymers? Unsaturated hydrocarbons make good monomers because of their carbon-carbon double bonds, C=C, so we often use alkene molecules as monomers e.g. ______________ makes _______________ also known as polythene Polymers are formed in two steps 1. One bond in the carbon-carbon double bond _____________ 2. The molecules join end to end to make a long _______________ The ends of the chain are left open to show that more monomers could join on. (This is the only time in chemistry you are allowed to leave a bond unfinished).
  • 9. Naming polymers First write “poly” and then the name of the monomer in brackets afterwards e.g. ethene poly(ethene) styrene __________________ _______________ poly(vinyl chloride) PVC
  • 10. Drawing polymers Polymers can be made from hundreds of monomers joined together. It is not necessary to draw every monomer in a polymer chain and instead we draw the _______________ e.g. n ethene n chloroethene or vinyl chloride poly(propene) ALSO styrene (replace H on ethene with benzene ring, C6H5) tetrafluoroethene makes PTFE (substitute all 4 H on ethene with F)