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Learning Topics |
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Organic Chemistry |
Life, as we know,
is a beautiful thing. We exist in a world of colors and
shapes, in a world of growth and decay, in a world of
beauty and sadness. All of this and much more is collectively
defined as life. However, to understand life, one must
first understand organic chemistry.
Compounds (combinations
of elements) can be divided into two categories: organic
and inorganic depending upon the presence or absence
of carbon-hyrdogen bonds. These bonds are the backbone
of life, and indeed, carbon alone is an amazing atom
which enables life to a large degree through its ability
to form numerous bonds with itself. Much like water
is unique among liquids, carbon is unique among elements.
Ca rbon is the twelfth
element in the periodic table. Elements are arranged
on the periodic table according to their atomic number
which is the number of protons and therefore electrons
in a given atom. If we divide our total number of electrons
into their orbitals, we see that carbon has four electrons
in its outermost (orbitals are specific volumes in space
where a given electron can be found 90% of the time.
These volumes have specific shapes given by the energy
function which governs the movements of electrons).
Like most nonmetals (all elements in the periodic table
are divided into metals and nonmetals by the stair step
line), carbon requires eight electrons for a stable
outer electron shell (eight is the special number given
by atomic energy equations and the orbitals both occupied
and unoccupied). Since all naturally occurring elements
progress to their lowest energy state which is also
the most stable, carbon will look to borrow or take
four electrons from other elements. In more specific
terms, "borrow" is known as covalent bonding
where atoms share electrons filling both their needs,
and "take" is known as ionic bonding where
electrons are stripped or added to atoms creating ions
(atoms with an absence or presence of electrons which
affects the overall charge of the atom). Since carbon
needs four electrons (a large number on the atomic scale),
it cannot strip them from another atom and instead must
bond covalently. These bonds will form at the apexes
of a tetrahedron or pyramid as in the figure below due
to the electrostatic repulsions between similar electrical
charges.
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Carbon's
available bonds.
(visionlearning.com) |
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| These
four bonding sites are the gateways to organic chemistry
and the starting point for a vast multitude of organic
chemicals. The simplest organic materials are simple hydrocarbons
which as their name suggests contain only carbon and hydrogen.
The simplest of this class of compounds is methane (CH4)
which contains a single carbon atom bonded to four hydrogen
atoms. |
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Methane
- four hydrogens bonded to one carbon.
(visionlearning.com) |
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| However,
hydrogen is not the only possible bonding element. Carbon
can also bond to itself as illustrated by ethane below. |
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Ethane
- a carbon-carbon bond.
(visionlearning.com) |
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fact, carbon can bond to itself in many more different
ways. Remember the uniqueness we talked about? Carbon
can bond to itself in chains, branched chains, and even
rings. |
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| Hexane
- a carbon chain structure. |
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| Isohexane
- a branched carbon chain structure. |
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Cyclohexane
- a ringed carbon structure.
(visionlearning.com) |
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| There
appears to be almost no limit to the variations on carbon-carbon
bonding, and to add to the possibilities, carbon can even
double and triple bond to itself. |
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simplest hydrocarbons are those that contain only carbon
and hydrogen. These in turn can be divided into three
subgroups depending upon the type of carbon-carbon bonds
within the molecule. Alkanes are the first subgroup
and contain only single carbon-carbon bonds. The alkanes
are named by joining a prefix which represents the number
of carbons present with "ane". The prefixes
and names for the first ten alkanes are given below. |
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| Hydrocarbons
> Alkanes (single carbon-carbon bonds) |
#
Carbon Atoms |
Prefix |
Alkane
Name |
Chemical
Formula |
Structural
Formula |
| 1 |
Meth |
Methane |
CH4 |
CH4 |
| 2 |
Eth |
Ethane |
C2H6 |
CH3CH3 |
| 3 |
Prop |
Propane |
C3H8 |
CH3CH2CH3 |
| 4 |
But |
Butane |
C4H10 |
CH3CH2CH2CH3 |
| 5 |
Pent |
Pentane |
C5H12 |
CH3CH2CH2CH2CH3 |
| 6 |
Hex |
Hexane |
C6H14 |
... |
| 7 |
Hept |
Heptane |
C7H16 |
|
| 8 |
Oct |
Octane |
C8H18 |
|
| 9 |
Non |
Nonane |
C9H20 |
|
| 10 |
Dec |
Decane |
C10H22 |
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chemical formula for any alkane is given by CnH2n+2.
The structural formulas give a better idea of how the
molecule is constructed, which carbons are attached to
what hydrogens. These simple hydrocarbons share many chemical
properties. One of these is the property of combustion.
Chemicals containing both hydrogen and carbon can enter
into a process known as combustion where in the presence
of oxygen the hydrocarbon is burned to create water and
carbon dioxide. In other words, alkanes are flammable
and sometimes highly so. For example, methane is the principle
component of natural gas, and butane is common lighter
fluid. An example combustion of methane is given below
(the coefficients represent the relative number of molecules
. That is, in the presence of one methane molecule, two
molecules of oxygen are needed to produce one carbon dioxide
and two water molecules). |
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| CH4 + 2O2 -> CO2 + 2H2O |
| Methane
combustion |
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The
second types of hydrocarbon is the alkenes and consists of molecules that contain at least one
double bonded carbon-carbon bond. These molecules follow
the same naming convention as alkanes with the exception
that "ene" is added instead of "ane".
Thus, whereas ethane was a alkane containing two carbons
with a single bond between them and three hydrogens
on each carbon, ethene is an alkene containing two carbons
with a double bond between them and two hydrogens on
each carbon atom. The chemical formula is subsequently
CnH2n.
Alkynes are the third class of hydrocarbons with at least one
triple bonded carbon-carbon bond. The naming convention
for these molecules follows the familiar pattern of
combining a prefix and ending. The ending for alkynes
is "yne". The general chemical formula for
an alkyne is given by CnH2n-2.
Because so many
different bonds are possible with carbon, there is not
necessarily a bonding geometry with precedence over
another. That is to say, the shape of a given molecule
is not necessarily an absolute but can exist in a number
of ways. Molecules which exist in different geometries
but have identical chemical formula are known as isomers.
To make matters even more interesting, shape is a highly
distinctive and functionalizing quality. For example,
in our bodies most chemical reactions take place on
the surface of enzymes. These enzymes are shaped only
to bond to other specifically shaped molecules. Thus,
not all isomers are created equal. |
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C6H14 |

CH3CH2CH2CH2CH2CH3
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C6H14 |
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In
addition to carbon and hydrogen, organic molecules often
contain other elements or groups of elements. These
groups are known as functional groups, and their addition
again can change the behavior and chemical properties
of a hydrocarbon. A good example is a hydroxl functional
group. A hydroxl group is simply a hydroxide polyatomic
ion or an oxygen bonded to a hydrogen and possessing
a single net negative charge. The group of hydrocarbons
that contains this functional group is known collectively
as alcohols and is named in a fashion similar to the
simply hydrocarbons. A carbon determining prefix is
attached to "anol" which designate the molecule
as an alcohol. For example, ethane is an alkane molecule
composed of two carbon atoms with single bonds between
them. If we remove one of the six hydrogens present
in ethane and replace it with a hydroxl functional group,
we form ethanol the active ingredient in most alcoholic
beverages. Again and again we see the addition of components
changes the properties of organic compounds and functionalized
hydrocarbons are no different. Methane (the alkane composed
of one carbon atom and four hydrogen atoms) is a gas
at room temperature, but with the addition of a hydroxl
group becomes methanol (a single carbon atom attached
to three hydrogen atoms and a hydroxl functional group)
which is a liquid at room temperature.
Organic chemistry
is a complex science full of molecules and compounds
with names that can contain twenty or more prefixes.
It is often daunting and confusing to the casual observer.
However, life could never depend upon a simple science.
It instead relies upon an incredible inventory of organic
chemicals, carbon and its unique properties, shape and
its functional role, component construction, and many
more subtleties of organic chemistry. Life is amazing,
and organic chemistry is its science. |