Title: 13'7 How an Alkene Addition Reaction Occurs
113.7 How an Alkene Addition Reaction Occurs
- Reaction mechanism A description of the
individual steps by which old bonds are broken
and new bonds are formed.
2- In the 1st step, the alkene reacts with H from
the acid HBr and produces a carbocation. In the
2nd step, this reactive carbocation immediately
reacts with Br- ion to form the product.
3- Cation An atom or group of atoms with a positive
charge. - Carbocation A carbon atom with a positive
charge. This is just a special name given to the
cation formed by carbon atoms.
413.8 Alkene Polymers
- Polymer A large molecule formed by the
repetitive bonding together of many smaller
molecules called monomers. Many simple alkenes
undergo polymerization reaction when treated with
the proper catalyst.
5Ethene or Ethylene
Polyethylene
Propene or Propylene
Polypropylene
6 the process continues in this fashion forming a
long chain that we call polymer
7In this course I will only make you responsible
for writing structures of polymers that are
derived from ethene (ethylene) with or without
substituents.
We can think of this molecule as a substituted
ethylene.
To see this, lets write the molecule in the
following way
The substituent part
The ethylene part
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10déjà vu Oh no! It is orbitals and electrons
again!
- Electrons are neither particle nor waves. They
share properties of both at the same time. - One of the properties of electrons that make them
similar to waves is that we cannot pinpoint at
any time their exact position. - The best we can do is to define a region of space
in which the probability of finding the electron
has a certain value. This value is normally taken
as 90. These regions of space where the
probability of finding an electron has a certain
value is what we call an orbital.
11- In atoms, orbitals are given the names s (a in
the figure below), p (b in the figure below), d,
f.
- Notice that some of these orbitals have a
particular direction in space.
12- Bonds are formed when two atoms get close and
their orbitals overlap sharing their electrons
- The figure above shows how two hydrogen atoms
form a hydrogen molecule by approaching one
another until their orbitals overlap. Notice that
a new orbital, called a molecular orbital, is
formed in the process.
13- Sometimes it is energetically favorable to
rearrange the electrons and orbitals of a
particular energy level when an atom forms a
compound. - The reason for this is that the energy spent in
the rearrangement is less than the energy gained
in the new compound formed. This process is
called hybridization.
14When C forms compounds containing double bonds,
these 3 orbitals from energy level 2 rearrange.
The resulting orbitals are called sp2 (in green).
Notice that there is one p orbital (orange)
unchanged. Each of these orbitals contain 1
electron and is ready for bonding.
15- Hydrocarbons that contain double or triple bonds
contain two different types of molecular
orbitals. The first set of molecular orbitals
form the backbone of the hydrocarbon
- Here we see the backbone of the ethene (ethylene)
molecule. These molecular orbitals and the bonds
they form are called sigma (s).
16- Notice that the s bonds are formed by the carbon
orbitals (green) that lie in the plane. - Notice also that another orbital (in orange) is
not involved in forming the backbone.
17- The unused p orbitals (depicted above in green
before bonding) are used in forming the second
bond between the carbons. Notice that for clarity
I have omitted the s bonds.
18- When these two orbitals overlap they form a new
molecular orbital called p orbital and the bond
is called a p bond. Notice that the electronic
density is on top and below the plane of the
molecule. This is characteristic of p bonds.
19The chemical properties of systems containing
double or triple bonds is related to the p bonds
and electrons.