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Unit 3
Alkanes + Halogenoalkanes
Elimination Reactions
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Cards (56)
What is an elimination reaction?
A reaction where a small group of
atoms
breaks away
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What happens to the small group of atoms in an elimination reaction?
They break away from a
larger molecule
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What is not replaced in an elimination reaction?
The small group of
atoms
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How does a halogen elimination reaction occur?
By warming a halogen
alkane
with
hydroxide
ions
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What is produced when a halogen alkane reacts with hydroxide ions?
An
alkene
and water
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What is the equation for the elimination reaction of 2-bromopropane with potassium hydroxide?
C
H
3
C
H
B
r
C
H
3
+
CH_3CHBrCH_3 +
C
H
3
C
H
B
r
C
H
3
+
K
O
H
→
C
H
3
C
H
=
KOH \rightarrow CH_3CH=
K
O
H
→
C
H
3
C
H
=
C
H
2
+
CH_2 +
C
H
2
+
H
2
O
+
H_2O +
H
2
O
+
K
B
r
KBr
K
B
r
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What happens to hydrogen and bromine in the elimination reaction?
Hydrogen
and
bromine
are
eliminated
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What is the role of hydroxide ions in the elimination reaction?
They act as a base and remove
protons
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What is the result of the elimination reaction involving halogenated compounds?
Formation of
alkenes
and elimination of
halogens
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How can you influence the type of reaction that occurs with halogenated compounds?
By changing the
reaction conditions
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What is a nucleophilic substitution reaction?
A reaction where a
nucleophile
replaces a
leaving group
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How does nucleophilic substitution differ from elimination reactions?
Nucleophilic substitution replaces a
group
, elimination
removes
it
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What factors can influence whether a nucleophilic substitution or elimination reaction occurs?
Reaction conditions
and
substrate structure
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What happens when you react a halogen alkane with water under reflux?
You will predominantly get
nucleophilic substitution
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What is the product of reacting bromomethane with water?
Methanol
and
bromide
ion
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Why does the reaction with water produce methanol instead of an alkene?
Because water acts as a
nucleophile
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How does the presence of a strong base affect the reaction outcome?
It favors
elimination
over
substitution
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What is the significance of the δ+ carbon atom in nucleophilic reactions?
It is attacked by
nucleophiles
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What does the presence of δ+ and δ- indicate in a molecule?
Polar covalent bonds
exist in the molecule
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How does the nucleophile interact with the δ+ carbon atom?
It donates an
electron pair
to form a bond
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What is the effect of changing conditions on nucleophilic substitution reactions?
It can shift the balance towards
elimination
or substitution
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What is the expected outcome when a nucleophile attacks a δ+ carbon atom?
Formation
of a
new
bond
with the
nucleophile
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What is the role of the leaving group in nucleophilic substitution?
It departs to allow the
nucleophile
to bond
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Why is the leaving group important in nucleophilic substitution reactions?
It determines the reaction's
feasibility
and speed
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How does the structure of the substrate affect nucleophilic substitution?
It influences the stability of the
transition state
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What happens when a strong nucleophile reacts with a primary halide?
Substitution
is favored over elimination
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What is the general outcome of nucleophilic substitution reactions?
Formation of a new compound with a
nucleophile
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How does the solvent affect nucleophilic substitution reactions?
It can stabilize or destabilize the
transition state
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What is the relationship between nucleophilicity and basicity?
Nucleophilicity
is
not
always
correlated
with
basicity
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How can you predict the outcome of a reaction involving a nucleophile?
By analyzing the
substrate
and reaction conditions
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What is the significance of the δ- oxygen atom in nucleophilic reactions?
It attracts the
δ+
carbon atom
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How does the δ- oxygen atom interact with the carbon atom?
It
forms
a
bond
with the
carbon
atom
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What is the overall effect of nucleophilic substitution on molecular structure?
It alters the
connectivity
of atoms in the molecule
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What is the expected product when a nucleophile attacks a δ+ carbon atom?
A
new
compound
with
the
nucleophile
attached
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What is the role of the nucleophile in substitution reactions?
It donates an
electron pair
to form a bond
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Why is the nucleophile important in substitution reactions?
It initiates the reaction by attacking the
substrate
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How does the strength of the nucleophile affect the reaction rate?
A stronger nucleophile
increases
the reaction rate
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What is the expected outcome when a weak nucleophile reacts with a substrate?
Slower
reaction rate
and possible substitution
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What is the significance of the leaving group in nucleophilic substitution?
It allows the
nucleophile
to bond with the
substrate
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How does the leaving group affect the reaction mechanism?
A better leaving group
speeds up
the reaction
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