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Organic Chemistry

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Title: Organic Chemistry


1
Organic Chemistry
  • Carbon compounds form the basis of many living
    systems
  • Chemist used to believe that these carbon
    compounds only occurred in living systems.
  • That is why they called the branch of chemistry
    associated with carbon compound organic
    chemistry.

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2
Organic Chemistry
  • However, Urea, which is a carbon compound found
    in the living system, was also produced in the
    lab
  • The name was later changed from organic
    chemistry to carbon chemistry, to include both
    organic and non organic compounds

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3
Carbon chemistry
  • The reasons why carbon forms so many compounds
    are

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4
Carbon chemistry
  • Each carbon has 4 valence electrons, each ready
    for bonding with other atoms. E.g.
  • A carbon atom can form strong covalent bonds with
    other carbon atoms. E.g.
  • Bonds between carbon atoms can be single or
    multiple. (We will come back to this aspect later)

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5
Carbon chemistry
  • The first group of carbon compounds we are going
    to look at is Hydrocarbons
  • Hydrocarbons are compounds of hydrogen and
    carbon.
  • How did hydrocarbon form?
  • Read textbook, p136 and summarise in your
    workbook

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6
Carbon chemistry
  • Hydrocarbon can be grouped into
  • Alkanes
  • Alkenes
  • and Alkynes

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7
Carbon chemistry
  • Alkanes have a general molecular formula CnH2n
    2
  • Where n is the number of carbons in the compound
  • E.g. If n is 1, the molecular formula will be
  • If n is 2, the molecular formula will be
  • If n is 3, the molecular formula will be
  • If n is 4, the molecular formula will be

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8
Carbon chemistry
  • To name the compounds, refer to textbook, p137,
    table 8.2

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9
Carbon chemistry
  • All these compounds have the similar chemical
    properties.
  • They form what we call series

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10
Carbon chemistry
  • Could you tell me by how many Hs and Cs each
    successive member of the series differ by?
  • Series with similar chemical properties, where
    the successive members differ by CH2 are called
    Homologous series.

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11
Representing alkanes molecules
  • We use structural formula (Same as valence
    structures) to represent Alkanes
  • Following are the structural formulas of the
    first 3 alkanes

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12
Representing alkanes molecules
  • You will notice that
  • All bonds are single covalent bonds
  • The 4 atoms bonded to each carbon are arranged in
    a tetrahedral manner

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13
Representing alkanes molecules
  • Represent Butane
  • We can come up with 2 possible structures of the
    same molecule of Butane
  • One is a straight chain, and the other is a
    branched chain

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14
Representing alkanes molecules
  • Molecules with the same molecular formula, but
    different structural formulas, are called isomers
  • Draw the isomers of Pentane

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15
Representing alkenes molecules
  • E.g. Let represent propene
  • We can see that it has one carbon to carbon
    double bond
  • Try representing Butene
  • Now try representing Pentene

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16
Semistructural formulas
  • The carbon atoms and the attached hydrogen atoms
    are listed in the order in which they appear
  • Single bonds are not indicated, but any double or
    triple bond must be indicated
  • E.g.

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17
Carbon chemistry
  • Alkenes also form a series
  • Could you check whether they form an homologous
    series?
  • Exercise 8.3, Q1-Q6
  • Do chapter review, Q17-Q21

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18
Naming carbon compounds
  • Straight-chain hydrocarbons
  • The name of the compound end in ane if all carbon
    to carbon bonds are single
  • E.g.

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19
Naming carbon compounds
  • The name ends in ene if one of the carbon to
    carbon bonds is a double bond
  • E.g.

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20
Naming carbon compounds
  • The name ends in yne if one of the carbon to
    carbon bonds is a triple bond
  • E.g.

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21
Alkyl groups
  • Alkyl are alkanes minus one hydrogen
  • E.g CH3, C2 H5..
  • Alkyl groups are named after the alkane from
    which they are derived, by replacing ane with yl
  • E.g. Methyl, ethyl

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22
Systematic naming of branched hydrocarbons
  • Identify the longest chain of carbon
  • Number the carbons in the chain from the end
    that will give the smallest number to the
    branching group, or to the double bond
  • Start the name with the position of the group
  • Followed by the number of the group
  • Followed by the name of the longest chain

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23
Exercise
  • P151, Q7-Q8
  • P162, Q23-Q24
  • Homework due on

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24
More on Alkenes
  • Because of the double bond, Alkenes have less
    hydrogen than their corresponding Alkanes
  • E.g.C2H6 has 2 more Hs than C2H4
  • We say that they are Unsaturated,

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25
More on Alkenes
  • And Alkanes contain the maximum possible amount
    of oxygen
  • They are saturated

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26
Functional groups
  • If we replace one hydrogen from an Alkane with
    another atom or group of atoms,
  • We will form new compounds with different
    chemical properties from the Alkane we started
    with.

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27
Functional groups
  • If we replace an hydrogen in an Alkane with the
    group of atoms OH, we get an alcohol
  • E.g. CH4. Replacing one H with OH gives CH3OH

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28
Functional groups
  • The new product is an alcohol.
  • We name alcohol by replacing the ane ending with
    Ol
  • E.g. Methanol, ethanol
  • The group OH is called Hydroxy

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29
Functional groups
  • If we replace an hydrogen in an Alkane with the
    group of atoms COOH, we get an acid (Carboxyclic
    acid)
  • E.g. Replacing an H from CH4 with COOH gives
    CH3COOH,

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30
Functional groups
  • If we replace an hydrogen in an Alkane with the
    group of atoms COOH, we get an acid (Carboxyclic
    acid)
  • E.g. Replacing an H from CH4 with COOH gives
    CH3COOH,

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31
Functional groups
  • If we replace an hydrogen in an Alkane with Cl,
    we get a chloroalkane
  • E.g. CH4 becomes CH3Cl

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32
Functional groups
  • We name chloroalkanes by adding Chloro at the
    biginning of the corresponding alkane.
  • E.g. Chloromethane
  • The group Cl is called Chloro

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33
Functional groups
  • We apply the same rule for Br, F. I (Bromo,
    Fluoro, Iodo)

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34
Functional groups
  • If we replace an hydrogen in an Alkane with NH2,
    we get a
  • E.g.

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35
Functional groups
  • There are many functional groups that you will
    explore in Yr 12.
  • Table 8.6, p146 gives the common functional
    groups and their names.

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36
Cyclic Hydrocarbons
  • Write the isomers of C6H12.
  • 2 possible structural isomers are Hex-1-ene, and
    hex-2-ene.

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37
Cyclic Hydrocarbons
  • There is another isomer that behaves as a
    saturated Alkane Can you suggest a structure
    where there are no double bonds?
  • It is called cyclohexane.
  • Cycloalkanes have the formula of Alkenes, but
    they behave like Alkanes.
  • Write the structural formula of cyclopentane.

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38
Cyclic Hydrocarbons
  • There is another class of ring or cyclic
    hydrocarbons.
  • The simplest and most important is benzene (C6
    H6)
  • Structure of benzene

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39
Functional groups
  • There are many functional groups that you will
    explore in Yr 12.
  • Table 8.6, p146 gives the common functional
    groups and their names.

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40
Investigative task
  • You have to complete practical activity 6, p
    78-80
  • This work is going to be assessed as your
    investigative task
  • You need to complete all experiments, answer all
    questions, and hand in your work at the end of
    the double period.
  • Experiment are to be completed in groups
  • However, reports have to be written under testing
    conditions.
  • Good Luck.

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41
Properties of Alkanes and Alkenes
  • Physical properties
  • Hydrocarbons molecules are non polar.
  • The only forces between the molecules are
    dispersion forces
  • The boiling point and viscosity ( How easy a
    liquid can flow) of hydrocarbons increases,
  • and their volatility (How easy the liquid can
    evaporate)decreases, as the size of the molecule
    increases

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42
Properties of Alkanes and Alkenes
  • Chemical properties of Alkanes
  • Alkanes react with oxygen to form carbon dioxide
    and water
  • The reaction with oxygen is called Combustion
    reaction

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43
Properties of Alkanes and Alkenes
  • Chemical properties of Alkenes
  • Alkenes also react with oxygen to form carbon
    dioxide and water

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44
Properties of Alkanes and Alkenes
  • Other typical reactions of Alkenes are Addition
    reaction
  • Reaction with Bromine solution
  • Reaction with hydrogen gas
  • Reaction with steam
  • Formation of polyethene

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45
Properties of Alkanes and Alkenes
  • A molecule made by linking a large number of
    molecules (E.g. 10000 or more) , as in the
    previous example is called a Polymer.
  • Polyethene is the polymer, and ethene, which
    forms the unit for the polymer is called a
    manomer.
  • This type of reaction is known as addition
    polymerisation.

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46
Polymers
  • Are very large covalent molecular compounds made
    of thousands of small molecules called manomers.
  • They form through a process called Addition
    polymerisation
  • E.g. Polyethene

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47
Polymers
  • Thermoplastic polymers are the one that can be
    heated and reshaped.
  • Table 8.9, p156 gives examples of thermoplastic
    polymers and their uses

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48
Polymers
  • Thermosetting polymers char and burn, when
    heated.
  • They cannot be heated and reshaped.
  • E.g.

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