WEEK TWO
Topic: Unsaturated Hydrocarbons – Alkenes

 CONTENT

  • Nomenclature
  • Preparation
  • Properties
  • Uses.

 UNSATURATED HYDROCARBONS
These are hydrocarbons in which carbon atoms join with each other by multiple bonds. The multiple bond can be double bonds e.g Alkene or triple bonds e.g Alkyne.
1. Ethene2 .Ethyne
        H – C = C – H                H – C = C – H
H H.    
            Alkenes e.gEthene
Nomenclature
The process of naming in alkene is obtained by substitute “ane” in alkane with ‘ene’ e.g Ethane changes to Ethene, propane to prepene

 PREPARATION (Lab. Preparation)
1.  Ethene is prepared by heating ethanol with excess concentrated tetraososulphate VI      acid at 170o C. The acid acts as a dehydrating agent by removing water from the ethanol .  Thus the process is called dehydration.
The reaction occurs in two stages
    C2H5OH(aq) + H2SO4 (aq)      C2H5HSO4 + H2O
C2H5HSO4 C2H4+ H2SO4.
The overall reaction is represented by the equation .
C2H5OH H2SO4 C2H4+ H2SO4
-H2O
2. Ethene can be prepared through cracking of Alkane e.g C3H8     C2H4 + CH4.
3. By dehydration
    e.g            H    H    Cl H H

  H – C – C – H C = C + HCL

  H Cl H H

 Physical Properties
1.    Ethene is a colourless gas with faint sweetish odour .
2.     It is sparingly soluble in water
3.    It is slightly less dense than air
4.    It has no action on litmus paper

 Evaluation
1.    Write four (4) physical properties of Ethene
2.    How would you prepare a jar of ethane gas in the laboratory?

 CHEMCIAL PROPERTIES
1.    Combustion
Ethene undergoes combustion/oxidation in air or in the presence of oxygen and produce carbon(iv)oxide and steam .
    C2H4 + 3O2 2CO2 + 2H2O.
2.    Additional reaction
a.    With hydrogen known as hydrogenation
        H    H            H        H

  H- C= C – H + H2 H – C – C – H

 Ethene H H Ethane
b.    With halogen know as halogenation
        H    H    HH

 H – C = C- H + Cl2 H C – C – H

 Ethene            ClCl 1,2- dichloroethane
c.    With Halides known as hydrogenation
    e.g H- C = C – H + HBr         H    H
    
        H HH C C – H

         ethene             H Br 1-Bromoethane.
d.    With acidified /Alkaline KMnO4 known as hydroxylation. It decolourses acidified KMnO4, but turns alkaline KMnO4 to green and result to ethane -1,2- diol.
                             OH     OH

         H – C = C – H + KMnO4 H – C – C – H

          H H      HH
Ethane-1,2-diol (glycol)
e.    With Hydrogen peroxide in the presence of osmium trioxde to form ethan -1,2- diol.
OH OH

                 H – C = C + H + H2O2 H – C – C – H

  H HHH
Ethane -1,2- diol.
f.    With conc. H2SO4 known as hydration to produce fuming liquid of ethyl hydrogen sulphate.C2H4 + H2SO4 C2H5HSO4

           When ethyl hydrogen sulphate is hydrolyzed, tetraoxosulphate (vi) acid and ethanol            are produced.C2H5SO4     C2H5OH + H2SO4
g.    Ethene gas decolourizes bromine water to produce bromoethanol.
                         H H
                            
H – C = C – H    + HBrO     H – C – C – H

  H H (radiation brown) Br OH
Bromoethanol.
    Similarly:
                             H H
    
         H-C = C – H + HClO     H – C – C – H
(Brown)
                        Cl OH
Chloroethanol
h.    Polymerization of ethane to produce polythene.
H HHHHH
                    
C = CC – C – C – C

  H HHHHH
                                                                polyethene
i.    With ozone known as ozomolysis to from etheneozomides.
    e.g        H    H O

     C = C + O3 H2C CH2
Ozone
H H O
EtheneEtheneozonide
j.    Ethene can also undergo additional reaction with oxygen in the presence of silver catalyst at about250oC to form epoxy ethane.
H H    HH
H – C = C – H + ½ O2 H – C – C – H
O
USES

  • Used in the manufacture of plastics.
  • Used in making synthetic rubber.
  • Used to hasten the ripening of fruits.
  • Used in the production of other organic compounds e.g halo-alkane,ethane, ethanol.

 Evaluation
1. Describe the reaction of ethane with the following:

  1. Bromine water
  2. Chlorine water
  3. Acidified KMnO4

2. State four (4) uses of Ethene.

 READING ASSIGNMENT
New School Chemistry by O.Y. AbabioPg 459-492

 WEEKEND ASSIGNMENT
1. The name of the organic compound with the structure below:
        CH3     H

C = C

        H CH3

  1. Cis- but-2-ene
  2. Trans –cis-but-2-ene
  3. Trans-1-2- but-2-ene
  4. 1,2- dimethyl ethane.

2. In the reaction given below:
    C2H5OH Conc H2SO4 C2 H4Conc H2SO4is acting as
-H2O
A. oxidizing agent        B reducing agent    C. Dehydrating agent D. Drying agent.
3. One of the following is not a chemical property of ethane.
(a ) Polymerization        (b) Substitutional (c ) Hydration (d) Addition.
4. Function of the empty bottle during the preparation of ethane gas is
(a) to remove oxygen (b) to remove CO2 ( c) to prevent sucking back of the gas         (d) None of the above.
5. Additional reaction of hydrogen and ethene is known as
(a) polymerization     (b) additional (c) combustion (d) hydrogenation

 Theory
1. Describe two (2) methods of obtaining ethene industrially.
2a. Write and name the geometric isomers of compound with the molecular formular C5H10
b. With chemical equation only, show how ethane reacts with the following:
    – ozone
    – oxygen
    – alkaline KMnO4
    – Conc. H2SO4

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