The Chemistry of Petroleum
The smallest unit of a substance, which still retains the characteristics
of that substance, is called a molecule. Molecules can only be divided into atoms -
which are different elements. For example, all molecules of water are identical and
have the characteristics of water. Two atoms of hydrogen and an atom of oxygen
(which made up the molecule) on their own have none of the characteristics of water.
Crude oils are mixtures of many different substances, often difficult to
separate, from which various petroleum products are derived, such as: gasoline, kerosene
propane, fuel oil, lubricating oil, wax, and asphalt. These substances are mainly
compounds of only two elements: carbon (C) and hydrogen (H). They are called,
therefore: hydrocarbons.
Refining crude oil involves two kinds of processes to produce the products
so essential to modern society. First, there are physical processes which simply
refine the crude oil (without altering its molecular structure) into useful products such
as lubricating oil or fuel oil. Second, there are chemical or other processes which alter
the molecular structure and produce a wide range of products, some of them known by the
general term petrochemicals.
Hydrocarbons may be gaseous, liquid, or solid at normal temperature and
pressure, depending on the number and arrangement of the carbon atoms in their molecules.
Those with up to 4 carbon atoms are gaseous; those with 20 or more are solid; those in
between are liquid. Crude oils are liquid but may contain gaseous or solid compounds
(or both) in solution. The heavier a crude oil (i.e. the more carbon atoms its
molecules contain) the closer it is to being a solid and this may be especially noticeable
as its temperature cools. Light oils will remain liquid even at very low
temperatures.
The simplest hydrocarbon is methane, a gas consisting of one carbon atom and four
hydrogen atoms:

A carbon atom has four bonds that can unite with either one or more other carbon atoms
(a property almost unique to carbon) or with atoms of other elements. A hydrogen
atom has only one bond and can never unite with more than one other atom. The larger
hydrocarbon molecules have two or more carbon atoms joined to one another as well as to
hydrogen atoms. The carbon atoms may link together in a straight chain, a branched
chain, or a ring.
Examples include: Propane (C3H8), a straight chain molecule,
shown below.

An example of a branched chain, Isobutane (C4H10), is shown below:

The hydrocarbon rings can become quite complex. As well, more complex molecules
occur when one or more hydrogen atoms are replaced by hydrocarbon groups or by the
condensing or "stacking" of one or more rings. A simple example of this
occurs in naphthalene (C10,H8), shown below:

It is at this point that we are seeing molecules found in crude oil. As the molecular
structure becomes characterized by denser carbon atoms and even further stacking, we
enter the realm of "heavy oil". One of the most complex examples of
"stacking" occurs in asphaltenes, a structure so important in
the challenge of producing and refining heavy oil that we
discuss them separately.
Thus, we see that the number of hydrogen atoms associated with a given
skeleton of carbon atoms may vary. When the chain or ring carries the full
complement of hydrogen atoms, the hydrocarbon is said to be
"saturated".
When less than the full compliment of hydrogen atoms is present in a
hydrocarbon chain or ring, the hydrocarbon is said to be
"unsaturated".
Another molecular complexity is caused by introducing
elements such as sulphur, nitrogen, and oxygen. With these, the number of
different molecules based on the carbon skeleton increases tremendously.
Molecular diagrams constructed by Foster Learning Inc. using
MoluCad.
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