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    Week 10 Compounds of carbon

    Bonding in carbon compounds

    Carbon is a small atom with 4 outer-shell electrons. The carbon atoms forms covalent bonds by sharing these electrons with

    other atoms.

    Carbon forms strong covalent bonds with other carbon atoms (single;double; triple bonds), hydrogen, oxygen, nitrogen, sulfur, phosphorus andthe halogens.

    atom, the charge cloud of the electron pairs ineach bond repel each other.

    The bonds are then spread out as far apart as

    possible resulting in a tetrahedral distribution.

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    Homologous series

    Where the compounds have similar structures and chemical properties andgeneral formula. Each member of a homologous series differs by a CH2-group from the previous member. There is a gradation in physical properties

    as a result of increase in molecular size and mass.

    Alkanes

    No. of

    carbons

    1 2 3 4 5 6 7 8 9 10

    Prefix Meth Eth Prop But Pent Hex Hept Oct Non Dec

    11 12 13 14 15 20 30

    Undec Dodec Tridec Tetradec Pentadec Eicos Triacont

    The simplest seriesCnH2n+2

    are saturated hydrocarbons because theydo not react further with hydrogen.

    only single carbon-carbon bonds arepresent.

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    Butane

    CH3-CH2-CH2-CH3 or

    CH3CH2CH2CH3 or

    CH3(CH2)2CH3

    Semi-structural formula

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    Alkanes with less than 4 carbon atoms per molecule have only onepossible structure.

    From butane onwards there are progressively more molecules that havedifferent atomic arrangements but the same molecular formula.

    Molecules having the same molecular formula but different structural

    formulas are known as structural isomers.

    As the molecules get larger, the degree of isomerism increases rapidly.75 structural isomers for decane compared to 350,000 for C20H42.

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    Systematic naming of alkanes

    Usually contains a prefix, a stem and a suffix.

    e.g.

    H3C CH2 CH2 CH CH3

    CH3

    1. Identify the longest chain of carbon atoms. The longest chain has 5carbons (parent hydrocarbon) and so the stem must be pent.

    2. Since all the bonds are single, the compound must be an alkane and the

    name w en n ane.3. Identify the side chain.4. Number the carbons in the longest chain such that the side chain is

    attached to the lowest numbered carbon.5. A methyl group is attached to the second carbon thus the prefix will be

    2-methyl.

    The name of the hydrocarbon is 2-methylpentane.

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    Alkenes

    Hydrocarbons with double covalent bonds between carbon atoms.Are unsaturated hydrocarbons.CnH2n names end in ene.

    Alkenes are more reactive than alkanes

    because of the additional density of electronsheld in bonds between the carbon atoms.

    Shape around the double bond is planar

    (angle of 120o) ere are s e ra e ra or en a ons or

    those carbons not involved in double bonds.

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    Systematic naming of alkenes

    1. Based on the longest chain containing the double bond.

    2. Position of the double bond is indicated by the first carbon atominvolved in the double bond.

    3. Numbering of the carbons starts from the end nearest the double bond.

    4. The rules for naming any side chains is the same as those for alkanes.

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    Functional groups

    A functional group is an atom or a group of

    atoms that gives a characteristic set ofchemical properties to a molecule

    Compounds can be produced bysubstituting a hydrogen atom in an alkane

    with different functional group

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    Functional Groups

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    Chloroalkanes

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    Alkanols General formula ROH

    Hydrogen bonds involving the polar bondof the OH group

    ore so u e n wa er Higher boiling points than alkanes of

    similar molecular mass

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    Carboxylic acids Contain carboxy functional group

    RCOOH R= alkyl

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    Carboxylic acids

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    Amines Contain NH2 as functional group

    Known as amines

    General formula = RNH2

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