Important Reactions of Organic Compounds

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    IMPORTANT REACTIONS

    OF CERTAIN ORGANICCOMPOUNDS

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    What must you be able to do?

    identify the types of reactions that

    hydrocarbons undergo.

    explain what happens during each type

    of reaction.

    compare the reactivity of different

    hydrocarbons.

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    Alkanes undergo:

    Combustion (or oxidations) reactions.

    Elimination reactions.

    Substitution reactions

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    COMBUSTION (OXIDATION)

    REACTIONS:

    Alkanes react with oxygen in the air and

    form carbon dioxide and water.

    The reaction is exothermic and a great

    deal of energy is released.

    Methane burns with a blue flame.

    CH4 + 2O2 CO2 + H2O + energy

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    Propane is the gas used in bunsen burners

    in the laboratory. Propane burns as follows:

    C3H8 + 5O2 3CO2 + 4H2O + energy

    Butane is the fuel in Bic lighters.

    2C4H10 + 13O2 8CO2 + 10H2O + energy

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    ELIMINATION REACTIONS:

    During these reactions an unsaturatedmolecule is formed as well as a second

    small molecule (eg. H2 or H2O)

    Cracking (heating to a high temperature)produces unsaturated products:

    CH3CH3 CH2 = CH2 + H2High temperature

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    SUBSTITUTION REACTIONS:

    During these reactions a hydrogen atom is

    replaced by a halogen atom, forming a halo

    -alkane molecule.

    Activation energy, in the form of sunlight orheat is needed to start the reaction.

    CH4 + Cl2 CH3Cl

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    Haloalkanes are important compounds that

    are used as anesthetics (trichloromethane),

    solvents and dry cleaning agents.

    Trichloromethane

    (chloroform)

    Tetrachloroethane

    Tetrachloromethane

    (Carbon tetrachloride) Halo-ethane

    H

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    Alkenes undergo:

    Combustion (or oxidations) reactions.

    Addition reactions.

    Addition polymerisation reactions

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    COMBUSTION (OXIDATION)

    REACTIONS:

    Alkenes react with oxygen in the air and

    form carbon dioxide and water.

    The reaction is exothermic and a great

    deal of energy is released.

    Ethene burns with a blue flame.

    CH2 = CH2 + 3O2 2CO2 + 2H2O +

    energy

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    ADDITION REACTIONS

    Unsaturated hydrocarbons undergo additionreactions when the double bond opens and

    extra atoms add onto the 2 carbon atoms

    that were previously joined by a double bond.

    Halogen atoms and hydrogen atoms can be

    added into the original molecule.

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    CH2 = CH2 + HCl Cl CH2 CH3

    CH2 = CH2 + Br2 Br CH2 CH2 - Br

    The addition of hydrogen to an unsaturated

    molecule is known as HYDROGENATION.CH2 = CH2 + H2 CH3 CH3

    ethene ethaneThe hydrogenation of unsaturated vegetable

    oils hardens the oils and forms margarine.

    The oils become more saturated.

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    ADDITION POLYMERISATION

    During these reactions monomers (smallunsaturated hydrocarbon molecules) add to

    themselves to form polymers.

    Polypropylene is formed when propylene

    molecules join to form long chains of

    repeating units:

    - CH2CH(CH3) CH2CH(CH3)-CH2CH(CH3)-

    CH2CH(CH3)- etc

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    Alkynes undergo:

    Combustion (or oxidation) reactions.

    Addition reactions.

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    Ethyne can be prepared by adding water to

    calcium carbide:

    CaC2 + H2O Ca(OH)2 + C2H2

    Ethyne is used, along with oxygen, in an

    oxy-acetylene torch, which is used to cutmetals.

    The ethyne undergoes combustion,

    releasing a great deal of energy.

    2C2H2 + 5O2 4CO2 + H2O

    H = - 1 310kJ/mol

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    ADDITION REACTIONS of alkynes

    During addition reactions atoms are added

    into the molecule in place of the triple bond. A

    double C=C bond remains.

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    REACTIONS OF ALCOHOLS

    Ethanol can be oxidised to ethanal (analdehyde):

    CH3COOH + 8H+ + Cr2O7

    2- 3CH3CHO

    + 2Cr3+ + 7H2O

    Alcohols react with carboxylic acids to form

    an ester.