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3.3 Organic chemistry
3.3.2 Alkanes
3.3.2.4 Chlorination of alkanes
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Cards (21)
What process is bond breaking
Endothermic
Name the 2 types of bond breaking
Heterolytic
and
homolytic
fission
What does homolytic fission produce
Free radicals
What does heterolytic fission produce?
Ions
What happens in homolytic fission?
One pair
of the
shared
electrons
goes to
each atom
, both
atoms
have
one unpaired electron
What happens in heterolytic fission?
Both
of the
electrons
of the
shared
pair
goes to just
one
of the
atoms
forming
+ve
and
-ve
ions
Note to remember in homolytic fission?
Occurs in
gas phase
or
non-polar
solvents
,
free radicals
are
highly reactive
Note to remember in heterolytic fission?
Occurs
in
polar solvents
,
bond
that
break
is often
polar
, e.g
Cl-Cl
or
C-Br
Conditions for alkanes to react with chlorine and bromine?
Heating
or
exposure
to
ultraviolet light
What is free radical substitution?
Replacement
of
hydrogen
atoms in a
molecule
by
halogen
atoms
in a
reaction
involving
free radicals
Name the 3 phases in free radical substitution?
Initiation
,
propagation
,
termination
What occurs in initiation?
Homolytic
fission
of
bonds
to form
free
radicals
, only occurs in
ultra-violet
light
Conditions for inititation?
Ultra-violet light
What occurs during propagation?
Free radical
reacts, but produces another
free radical
like a
chain reaction
What occurs during termination?
2 free radicals
combine, to form a
stable molecule
,
2 unpaired electrons
form a
covalent bond
What is unique about the propagation phase?
Releases
heat
,
chain
reaction
,
exothermic
reaction
Role of ultra-violet light play in free radical mechanism
Provides
energy
needed to
overcome
to
activation energy
needed to
break
the
bonds homolytically.
Propagation formation of CH3. and reformation of Br.
CH4
+
Br.
=
CH3.
+
HBr
CH3.
+
Br2
=
CH3Br
+
Br.
Formation of methane in the termination phase
CH3.
+
H.
=
CH4
Methane to triiodomethane
CH4
+
I2
=
CHI3
+ HI
Explain the chlorine molecule is not polar
Has
no lone pairs
,
similar
electronegativity
,
cancel each other out
,
equally shared