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4. Organic Molecules
Chemistry
Grade 12
Introduction
Organic chemistry is the branch of chemistry that deals with organic molecules. An organic
molecule is one that contains carbon atoms (generally bonded to other carbon atoms as well as
hydrogen atoms).
All living organisms contain carbon. Plants use sunlight to convert carbon dioxide in the air into
organic compounds through the process of photosynthesis. Animals and other organisms then
feed on plants to obtain their own organic compounds. Fossil fuels are another important
source of carbon.
It is the unique properties of the carbon atom that give organic compounds certain properties.
The carbon atom has four valence electrons, so it can bond with many other atoms, often
resulting in long chain structures. It also forms mostly covalent bonds with the atoms that it
bonds to.
Semi-structural formula
CH 3 CH (CH 3 )CH 3
Condensed structural formula
C 4 H10
Structural formula
Molecular formula
Functional groups
A functional group is a particular group of atoms within a molecule, which give it certain reaction
characteristics. Organic compounds can be grouped according to their functional group.
A molecule is unsaturated if it does not contain the maximum number of hydrogen atoms for that
molecule. The alkenes and alkynes are examples of unsaturated molecules. If a double or triple
bond is broken, more hydrogen (or other) atoms can be added to the molecule.
Hydrocarbons
The hydrocarbons are organic compounds that contain only carbon and hydrogen. They can be
further divided into the alkanes, alkenes and alkynes, based on the type of bonds between the
carbon atoms.
The alkanes have only single bonds between their carbon atoms and are unreactive. The
general formula for the alkanes is CnH2n+2
The alkenes have at least one double bond between two of their carbon atoms. The general
formula for the alkenes is CnH2n
The alkynes have at least one triple bond between two of their carbon atoms. They are both
more reactive than the alkanes. The general formula for the alkynes is CnH2n-2
Alkyl halides (haloalkanes) are hydrocarbons with one hydrogen atom replaced by a halogen
atom (F, Cl, Br or I). The halogen is called a substituent (an atom or group of atoms bonded to a
carbon chain is termed a substituent).
Alcohols
An alcohol is an organic compound that contains a hydroxyl group (OH) The general formula
for the alcohols is CnH2n+1OH
The alcohols have a number of different uses including their use as a solvent, for medicinal
purposes and in alcoholic drinks.
The alcohols share a number of properties because of the hydroxyl group. The hydroxyl group
affects the solubility of the alcohols (in water). Those with shorter carbon chains are generally
more soluble, and those with longer chains are less soluble. The strong hydrogen bond between
the hydrogen and oxygen atoms in the hydroxyl group gives alcohols a higher melting point and
boiling point than the hydrocarbons.
In a ketone the carbonyl group is in the middle of the carbon chain. In an aldehyde the
carbonyl group is at the end of the chain. The general formula for both aldehydes and ketones
is CnH2nO.
The carbox ylic acids are organic acids that contain a carboxyl group with the formula
COOH. In a carboxyl group a carbon atom is double-bonded to an oxygen atom, and it is also
bonded to a hydroxyl group. The general formula for the carboxylic acids is C nH2n+1COOH.
The carboxylic acids have weak acidic properties because the hydrogen atom is able to
dissociate from the carboxyl group.
An ester is formed when an alcohol reacts with a carboxylic acid. Esters contain a carbonyl
functional group as well as an oxygen atom bonded to the carbonyl carbon atom and another
carbon atom.
Isomers
If two compounds are isomers, it means that they have the same molecular formulae but
different structural formulae.
Positional isomers:
Functional isomers:
Properties of hydrocarbons
Many of the properties of the hydrocarbons are determined by their molecular structure, the
bonds between atoms and molecules, and their surface area.
The melting points and boiling points of the hydrocarbons increases as their number of carbon
atoms increases.
The molecular mass of the hydrocarbons determines whether they will be in the gaseous, liquid
or solid phase at specific temperatures.
The weaker the intermolecular forces between molecules the more volatile and the higher the
vapour pressure of that compound. Haloalkanes become less volatile the more halogen atoms
they contain. This is due to increased intermolecular forces.
Reactions
Three types of reactions that occur are addition, elimination and substitution.
An addition reaction occurs when two or more reactants combine to form a single product.
This product will contain all the atoms that were present in the reactants. Addition reactions
occur with unsaturated compounds. Hydrohalogenation, halogenation, hydration, hydrogenation
and polymerisation reactions are all addition reactions.
A +BC
An elimination reaction occurs when a reactant is broken up into two products. Elimination
reactions occur with saturated compounds. Dehydrohalogenation and dehydration of an alcohol
are two examples of elimination reactions.
A substitution reaction occurs when an exchange of elements in the reactants takes place.
A B+C
The initial reactants are transformed or swopped around to give a final product. Formation of
haloalkanes and hydrolysis are two examples of substitution reactions.
AB+CD AD+BC
An addition polymerisation reaction occurs when unsaturated monomers (e.g. alkenes) are
added to each other one by one. The breaking of a double bond between carbon atoms in the
monomer means that a bond can form with the next monomer.
Polyethene, polypropene, polyvinyl chloride, polyvinyl acetate and polystyrene are all polymers
formed through addition polymerisation.
Polyethylene terephthalate and polylactic acid are polymers formed through condensation
polymerisation.