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basic concepts & hydrocarbons
alkanes
free radical substitution
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Cards (19)
What is homolytic fission?
The breaking of a
covalent
bond where each atom retains one
electron.
Homolytic
fission is described in the specification in terms of each bonding atom receiving one
electron
from the bonded pair forming two
radicals
One
electron
from the bond pair goes to each atom, forming a
free radical.
What is the mechanism for the reaction of compounds with halogens in the presence of ultraviolet radiation to form organic compounds?
Free radical subsitution
How are halogenoalkanes formed from
alkanes?
radical
substitution
In the presence of what does alkane react with halogens?
UV
radiation/
light
What are the 3 stages of free radical substitution?
Initiation
Propagation
Termination
What is initiation?
breaking
the
halogen
bond to form 2
free radicals
e.g Br2 ->2
Br.
What is propagation?
chain
part of the reaction where
products
are formed, but
free radical
remains
there are
2
stages
What is termination?
free radicals
are removed and
stable
products are formed
What are the equations for the reaction of CH4 with Cl2 to form CH3Cl?
initiation: Cl2 -> 2Cl. (in presence of
UV
light)
propagation: 1) CH4 + Cl. ->
.CH3
+
HCl
2) .CH3 + Cl2 -> CH3Cl + Cl.
termination: .CH3 +
Cl.
->
CH3Cl
2Cl. ->
Cl2
.CH3 + .CH3 ->
CH3CH3
What is a free radical?
a
reactive
species which possess an
unpaired electron
What is the equation for the overall decomposition of ozone into oxygen?
2O3
->
3O2
What occurs in the termination step of Free Radical Substitution?
two
radicals
join to end the
chain reaction
and form a
stable product
What occurs in the initiation step of Free Radical Substitution?
In the presence of
UV
radiation, the
diatomic
halogen is broken down into 2 free
radicals
This is an example of
homolytic fission
- each atom gets one
electron
from the
covalent
bond
How are halogenoalkanes classified?
according to how many carbon atoms are attached to the C-H group
primary = 1
secondary = 2
tertiary = 3
How would you describe the propagation step of Free Radical Substitution?
A
hydrogen
is replaced and the Cl free radical is reformed as a
catalyst
Whys is the C-F bond not affected by UV?
it is
stronger
than the C-Cl bond
What are 2 limitations of using radical substitution in organic synthesis?
further substitutions
occur
more than one termination step
/
radicals
react with
each other
to
form other products
substitution
at
different positions
along
chain
Why is the initiation step an example of homolytic fission?
the
breaking
of a
Br- Br
/
Cl-Cl
bond
one
electron from the electron pair goes to
each
atom
what is homolytic fission?
one electron
from the
bond
(
pair
) goes to
each atom