Organic Functional Groups The Secret to Understanding Organic Chemistry
Understanding Organic Functional Groups is the secret to understanding
Organic Chemistry and eliminating the need for rote memorization. The
key to understanding the Organic Functional Groups is to understand how
the atomic structure of the four 'organic elements' C, H, O and N
provides the basis for the sharing of electrons in unique ways to form
covalent bonds characteristic of each functional group.
If you have not reviewed our secrets of basic chemistry please do so
before continuing with our secrets of organic chemistry. Click here to
go to our Atomic Structure page.
Organic Functional Groups - Hydrocarbons-Alcohols
As we learned in our Atomic Structure
section, Carbon has four (4) electrons in its outer shell and for maximum
stability it wants eight (8) electrons in its outer shell. Hydrogen has
one (1) electron in its outer shell and because it is such a small atom,
it only needs two (2) electrons in its outer shell to be full.
As we see in the upper half of the picture above, Carbon and Hydrogen can meet their
chemical goals of having their outer shells full of electrons by sharing
electrons with each other and forming a covalent bond between one
Hydrogen and one Carbon atom. Hydrogen can achieve a full outer shell by
sharing one of Carbon's four electrons. However, Carbon needs to share
electrons with four (4) atoms of Hydrogen to achieve a full eight (8)
shared electrons in its outer shell.
When four Hydrogen atoms share their electrons with one Carbon atom such
that four covalent C-H bonds are formed the result is one of the
simplest organic molecules, the hydrocarbon methane (CH4).
When one atom of Carbon and four atoms of Hydrogen
share electrons to achieve an electron-filled outer shell of each element, the resulting organic compounds
formed are referred to as Hydrocarbons. The "Organic Functional Group" of Hydrocarbons is C-H.
In the lower half of the picture above, one atom of Carbon shares three of its
electrons with three Hydrogens. The Carbon atom completes filling its
outer shell with electrons by sharing one additional electron with
Oxygen. This leaves Oxygen with just seven electrons in its outer
shell. Since Oxygen wants eight electrons in its outer shell it achieves
this by sharing one final electron with the fourth Hydrogen which also
satisfies the outer shell requirements of Hydrogen.
The type of organic compounds formed when Carbon, Oxygen and Hydrogen
share electrons in this manner are referred to as Alcohols. The "Organic
Functional Group" of Alcohols is C-OH.
Organic Functional Groups - Amines-Ethers
In the top half of the picture above we have Carbon, Hydrogen and Nitrogen combining
by sharing electrons to achieve a full outer shell. The Carbon once again
shares electrons with three Hydrogens to get seven electrons in its
outer shell. But since Carbon needs eight electrons for a full shell it
gets its final electron by sharing one electron with Nitrogen.
We can see from the atomic structure of Nitrogen that it has five electron
in its outer shell and after sharing one of Carbon's electrons, the
Nitrogen only has six electrons in its outer shell. To achieve the goal
of a full outer shell of eight electrons, the Nitrogen shares electrons
with two Hydrogen atoms. In this way Nitrogen fills its outer shell with
electrons and the two Hydrogen atoms also achieve a full outer shell by
sharing two of the Nitrogen's electrons.
The organic compounds formed by Carbon, Hydrogen and Nitrogen sharing
electrons in this way are called Amines. The "Organic Functional Group"
of Amines is -C-NH2.
In the lower half of the picture above, one atom of Carbon combines with
three Hydrogen atoms to share three electrons (not shown). The remaining
electron necessary for this carbon to have a full outer shell comes from
this Carbon sharing an electron with Oxygen. This leaves Oxygen with
just seven electrons in its outer shell but his time instead of sharing
an electron with Hydrogen as in the Alcohols or with Nitrogen as in the
Amines the oxygen shares an electron with another Carbon.
The organic compounds formed by Carbon, Oxygen and Carbon sharing
electrons in this manner are called Ethers. The "Organic Functional
Group" of Ethers is -C-O-C-.
Organic Functional Groups - Aldehydes-Keytones
In the top half of the picture above we have a Carbon atom sharing
electrons in a unique way with an Oxygen atom. In this case instead of
sharing just one electron with Oxygen the Carbon atom is able to share
two electrons and form what is called a Double Covalent Bond or more
commonly just a C=O Double Bond. This leaves the Carbon atom with a
total of six electrons, four from the Carbon and two from the Oxygen,
while the Oxygen has its outer shell full with six from Oxygen and two
from Carbon.
The Carbon atom fills its outer shell with the needed two electrons by
sharing one electron with one Carbon atom and one electron with a
Hydrogen atom as shown in the top half of the picture above. The organic
compounds formed when two Carbons, one Oxygen and one Hydrogen atom
share electrons in this manner are referred to as Aldehydes. The
"Organic Functional Group" of Aldehydes is -HC=O.
In the bottom half of the picture above we again have a Carbon atom sharing
electrons in a unique way with an Oxygen atom. Instead of
sharing just one electron with Oxygen the Carbon atom is able to share
two electrons and form what is called a Double Covalent Bond or more
commonly just a C=O Double Bond. This leaves the Carbon atom with a
total of six electrons, four from the Carbon and two from the Oxygen,
while the Oxygen has its outer shell full with six from Oxygen and two
from Carbon.
The Carbon atom fills its outer shell with the needed two electrons by
sharing one electron each with two Carbon atoms as shown in the bottom half of the picture above. The organic
compounds formed when three Carbon atoms and one Oxygen atom
share electrons in this manner are referred to as Keytones. The
"Organic Functional Group" of Keytones is -C2=O.
Organic Functional Groups - Acids-Esters
In the top half of the picture above we have a Carbon atom sharing
electrons in a unique way with an Oxygen atom in the same manner as we
saw for Aldehydes and Keytones. As before instead of sharing
just one electron with Oxygen the Carbon atom is able to share two
electrons and form what is called a Double Covalent Bond or more
commonly just a C=O Double Bond. This leaves the Carbon atom with a
total of six electrons, four from the Carbon and two from the Oxygen,
while the Oxygen has its outer shell full with six from Oxygen and two
from Carbon.
However, the Carbon atom fills its outer shell with the needed two
electrons by sharing one electron with one Carbon atom and one electron
with a another Oxygen atom as shown in the top half of the picture
above. The second Oxygen atom is left with only seven electrons in its
outer shell and fills its outer shell by sharing an electron with a
Hydrogen.
The organic compounds formed when two Carbon atoms, two Oxygen atoms and
one Hydrogen atom share electrons in this manner are referred to as
Organic Acids. The "Organic Functional Group" of Organic Acids is -C-C=O-(OH).
In the bottom half of the picture above we again have a Carbon atom
sharing electron with an Oxygen atom is such a way as to once again form
a C=O Double Bond. This leaves the Carbon atom forming the Double Bond with a total of six
electrons, four from the Carbon and two from the Oxygen, while the
Oxygen has its outer shell full with six from Oxygen and two from
Carbon.
The C=O Carbon atom fills its outer shell with the needed two electrons
by sharing one electron each with another Carbon atom and with a second
Oxygen atom as shown in the bottom half of the picture above. The second
Oxygen atom, having only seven electrons, fills its outer shell by
sharing an electron with a third Carbon atom.
The organic compounds formed when three Carbon atoms, two Oxygen atoms
share electrons in this manner are referred to as Esters. The "Organic
Functional Group" of Esters is -C-C=O-(O-C).
Organic Functional Groups - Amides-Aromatics
In the top half of the picture above we again have a Carbon atom
sharing electron with an Oxygen atom is such a way as to once again form
a C=O Double Bond, just as in Aldehydes, Keytones, Acids and Esters.
This leaves the Carbon atom forming the Double Bond with a total of six
electrons, four from the Carbon and two from the Oxygen, while the
Oxygen has its outer shell full with six from Oxygen and two from
Carbon.
However, in this case the Carbon atom fills its outer shell with the needed two
electrons by sharing one electron with one Carbon atom and one electron
with a Nitrogen atom as shown in the top half of the picture
above. The Nitrogen atom is left with only six electrons in its
outer shell and fills its outer shell by sharing one electron with a
third Carbon atom and one electron with a Hydrogen atom.
The organic compounds formed when three Carbon atoms, one Oxygen atom,
one Nitrogen atom and one Hydrogen atom share electrons in this manner are referred to as
Amides. The "Organic Functional Group" of Amides is -C-C=O-(NH-C).
In the bottom half of the picture above we have a unique
functional group which is present in a unique class of Hydrocarbons
called Aromatic Compounds. The functional group is basically a Benzene
ring. The Benzene ring and the Aromatic Compounds will be explained in
more detail in a later section.
For now we will just say that one Carbon atom shares one electron with
one of the carbon atoms of the Benzene ring. The organic compounds
formed when a carbon shares an electron with this Benzene ring are
called Aromatic Compounds. The "Organic Functional Group" of Aromatic
Compounds is this Benzene Ring which is referred to as a "Phenyl Group"
and has the formula -C6H5.
Organic Functional Groups - Summary
The Organic Functional Groups along with their structures and
abbreviations are given in the next two Pictures below.
If you understand the atomic structure basis for the formation of the
unique covalent bonds that make up the 10 Organic Functional Groups you
will be will on your way to a sound and fundamental understanding Organic Chemistry.
Click here for our Organic Chemistry Dictionary
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