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SUBSTANCES
In this case, none of the atoms will give electrons to the other! Instead they share one,
two or three pairs of electrons in order to achieve the complete shell. These “shared
pairs” are no longer located around one of the nuclei but around both and mainly in the
zone between both nuclei. A molecule is formed (see at the beginning of the chapter)
Hydrogen
Hydrogen atoms only need two electrons in their outer level to reach the
noble gas structure of helium. Once again, the covalent bond holds the
two atoms together because the pair of electrons is attracted to both
nuclei. The formula of hydrogen gas, formed by hydrogen molecules is H2
Chlorine
Hydrogen chloride
Now the sharing is between two different non metals. Once again
sharing takes place and a molecule is formed. The hydrogen has a
helium structure, and the chlorine an argon structure. The formula
for this substance is HCl.
Double and triple covalent bonds are formed when two or three pairs of electrons are
shared between the atoms rather than just one pair.
Oxygen, O2
Two oxygen atoms can both achieve stable structures by sharing two pairs of electrons
as in the diagram.
The double bond is shown conventionally by two lines joining the atoms. Each line
represents one pair of shared electrons.
Ethene, C2H4
Ethene has a double bond between the two carbon atoms.
Simple examples for the formation of triple bonds are the nitrogen molecule in which
the N atoms share three pairs of electrons, and the ethyne (acetylene) molecule with a
triple C-C share. (try to sketch them both).
Molecules are made of fixed numbers of atoms joined together by covalent bonds, and
can range from the very small (even down to single atoms, as in the noble gases) to the
very large (as in polymers, proteins or even DNA).
The covalent bonds holding the molecules together are very strong, but the forces
among the molecules are weaker than in the other cases as it has been stated. That
is why they are soluble in many solvents and show low melting points (easy to
separate). Physical properties are governed by the intermolecular forces - forces
attracting one molecule to its neighbours.
INTERMOLECULAR BONDING
Consider two water molecules coming close together. The δ+ hydrogen is so strongly
attracted to the lone pair that it is almost as if you were beginning to form a covalent
bond. It doesn't go that far, but the attraction is significantly stronger than an ordinary
dipole-dipole interaction. These relatively powerful intermolecular forces are described
as hydrogen bonds.
Hydrogen bonds have about a tenth of the strength of an average covalent bond, and are
being constantly broken and reformed in liquid water. If you liken the covalent bond
between the oxygen and hydrogen to a stable marriage, the hydrogen bond has "just
good friends" status. On the same scale, van der Waals attractions represent mere
passing acquaintances!
Any molecule which has a hydrogen atom attached directly to an oxygen atom or a
nitrogen is capable of hydrogen bonding. Such molecules will always have higher
boiling points than similarly sized molecules which don't have an -O-H or an -N-H
group. The hydrogen bonding makes the molecules "stickier", and more heat is
necessary to separate them.
When mixed with water, molecules with OH groupings will dissolve far more easily
than other covalent substances do. That is because both molecules can “interchange”
hydrogen bonds. Do you guess why glucose C6H12O6 with 6 OH groups dissolves so
easily in water and hexane C6H14 is almost absolutely insoluble?
The so called gigantic covalent structures in which millions of millions of atoms are
bonded covalently deserve a separate paragraph. We don’t have a regular molecule in
this case but a giant structure. In fact the atoms form just one super-particle (if we
allow the term particle to be applied in this case) and dissolving or melting it would
require the breaking down of millions of chemical bonds.
Diamond:
• has a very high melting point (almost 4000°C). Very strong carbon-carbon
covalent bonds have to be broken throughout the structure before melting
occurs.
• is very hard. This is again due to the need to break very strong covalent bonds
operating in 3-dimensions.
• doesn't conduct electricity. All the electrons are held tightly between the atoms,
and aren't free to move.
• is insoluble in water and organic solvents. There are no possible attractions
which could occur between solvent molecules and carbon atoms which could
outweigh the attractions between the covalently bound carbon atoms.
Bonding in graphite
Each carbon atom uses three of its electrons to form simple bonds to its three close
neighbours. That leaves a fourth electron in the bonding level. These "spare" electrons
in each carbon atom become delocalised over the whole of the sheet of atoms in one
layer. They are free to wander throughout the whole sheet.
The atoms within a sheet are held together by strong covalent bonds - stronger, in fact,
than in diamond because of the additional bonding caused by the delocalised electrons.
Graphite:
• has a high melting point, similar to that of diamond. In order to melt graphite, it
isn't enough to loosen one sheet from another. You have to break the covalent
bonding throughout the whole structure.
• has a soft, slippery feel, and is used in pencils and as a dry lubricant for things
like locks. You can think of graphite rather like a pack of cards - each card is
strong, but the cards will slide over each other, or even fall off the pack
altogether. When you use a pencil, sheets are rubbed off and stick to the paper.
• is insoluble in water and organic solvents - for the same reason that diamond is
insoluble. Attractions between solvent molecules and carbon atoms will never be
strong enough to overcome the strong covalent bonds in graphite.
• conducts electricity. The delocalised electrons are free to move throughout the
sheets. If a piece of graphite is connected into a circuit, electrons can fall off one
end of the sheet and be replaced with new ones at the other end.
Simple examples for the formation of triple bonds are the nitrogen molecule in which
the N atoms share three pairs of electrons, and the ethyne (acetylene) molecule with a
triple C-C share.
The chart next page sums up what has been previously explained
NB: SUBSTANCES SHOWING BOTH COVALENT AND IONIC BONDS
BEHAVE AS IONIC SUBSTANCES
The shape of a molecule or ion is governed by the arrangement of the outer shell’s
electron pairs around the central atom. All you need to do is to work out how many
electron pairs there are at the bonding level, and then arrange them to produce the
minimum amount of repulsion between them. You have to include both bonding pairs
and lone pairs.
Other examples with four electron pairs around the central atom
Ammonia, NH3
Nitrogen is in group 5 and so has 5 outer electrons. Each of the 3
hydrogen atoms is adding another electron to the nitrogen's outer
level, making a total of 8 electrons in 4 pairs. The electron pairs
arrange themselves in a tetrahedral fashion as in methane. But
because the nitrogen is only forming 3 bonds, one of the pairs
must be a lone pair. lone pairs occupy more space and will push other groups
backwards so that the angle between them and other groups is slightly wider.
Remember this:
Although the electron pair arrangement is tetrahedral, when you describe the
shape, you only take notice of the atoms. Ammonia is pyramidal - like a pyramid
with the three hydrogen atoms at the base and the nitrogen at the top.
Water, H2O
Following the same logic as before, you will find that the oxygen has four
pairs of electrons, two of which are lone pairs. These will again take up a
tetrahedral arrangement. This time the bond angle closes slightly more to
104°, because of the repulsion of the two lone pairs.
The shape isn't described as tetrahedral, because we only "see" the oxygen and the
hydrogens - not the lone pairs. Water is described as bent or V-shaped.
In the diagram, the other electrons on the fluorines have been left out because they are
irrelevant.
As we have already seen in carbon dioxide C atom forms two double bonds. As the
bonding pairs to the oxygen atoms will try to be as far as possible
from each other, they arrange themselves at 180° to each other. The molecule is
described as being linear.
HCN (hydrogen cyanide) belongs to this group
PROBLEMS
6- The following table shows the melting point (in K) of the elements of the 3rd
period. Explain the trend.
b- CH3-CH2-CH2-CH2-CH3 or CH3-CH2-O-CH2-CH3