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Module 4
Haloalkanes
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What do C-X bonds refer to in chemistry?
X bonds refer to
carbon-halogen
bonds.
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How is the strength of C-X bonds measured?
It is measured by their
bond enthalpy.
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What does a larger bond enthalpy indicate about a C-X bond?
A
larger
bond enthalpy indicates a
stronger
C-X bond.
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Which carbon-halogen bond is the strongest?
The
C-F
bond is the strongest.
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Which carbon-halogen bond is the weakest?
The
C-I bond
is the weakest.
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How are bond enthalpies of haloalkanes measured?
They are measured by the rate of
reaction
of the haloalkane with
water
and
AgNO₃.
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What type of reaction is the hydrolysis of haloalkanes?
It is an example of a
hydrolysis
reaction.
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What is hydrolysis in the context of haloalkanes?
The addition of
water
to
break
a
bond.
Involves
AgNO₃
and
H₂O
(with ethanol) to measure bond
enthalpy.
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Write the equation for the hydrolysis of HCl with water.
H₃C-Cl + H₂O →
H₃C-OH
+
HCl
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What is the significance of the precipitate formed in the hydrolysis reaction?
The
color
of the
precipitate
can help identify the
haloalkane.
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How does the rate of formation of the precipitate relate to the strength of the C-X bond?
The
faster
the rate of formation of the precipitate, the
weaker
the C-X bond.
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What are the reactants and products of the reaction between haloalkane and NaOH?
Reactants:
Haloalkane
and
NaOH
(aq)
Products:
Alcohol
and
NaCl
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What type of reaction occurs when a haloalkane reacts with NaOH?
It is a
nucleophilic substitution
reaction.
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What are some examples of haloalkanes?
CH₃Cl
(methyl chloride)
C₂H₅Cl
(ethyl chloride)
C₃H₇Cl
(propyl chloride)
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What environmental concerns are associated with organohalogen compounds?
CFCs
are a danger to the environment due to
chlorine free radicals
they can form.
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How do chlorine free radicals affect the ozone layer?
They can
degrade
the ozone layer.
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What is the equilibrium involving the ozone layer?
O₂ + UV light →
2O
O + O₃ →
2O₂
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What happens when a CFC reaches the upper atmosphere?
It can
disrupt
the equilibrium of the
ozone
layer.
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What is photodissociation?
Photodissociation is the
breaking
of a
bond
by
UV
light.
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What are the steps that occur after the formation of a chlorine radical from a CFC?
Formation of
chlorine radical
via
homolytic fission.
Propagation
steps involving reactions with
ozone.
Overall reaction leading to
ozone depletion.
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What international legislation limits the use of CFCs?
The
Montreal Protocol
limits the use of CFCs in
industry.
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What are suitable alternatives to CFCs?
Short chain
alkanes
or chlorine-free haloalkanes are suitable
alternatives.
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What can form NO free radicals?
Air travel
traffic and
lightning storms
can form NO free radicals.
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What is the effect of NO free radicals on the ozone layer?
They can have similar effects on the ozone layer as
chlorine free radicals.
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What is the general reaction format for free radical formation?
A + B →
C
+
D
Involves the
breaking
of
bonds
to form
radicals.
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What is the equation for the formation of NO from nitrogen and oxygen?
NO
+
O₂
→
NO₂
+ O
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What is the equation for the reaction of ozone with oxygen?
O₃
+
O
→
2O₂
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