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Module 4
Chapter 15
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Cards (42)
What is the prefix for a halogen atom fluorine in haloalkanes?
Fluoro
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What is the prefix for a halogen atom chlorine in haloalkanes?
Chloro
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What is the prefix for a halogen atom bromine in haloalkanes?
Bromo
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What is the prefix for a halogen atom iodine in haloalkanes?
Iodo
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How are haloalkanes named?
Based on the original alkane with a prefix indicating the
halogen
atom
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What are the classifications of haloalkanes?
Primary Haloalkane
: One
carbon
attached to the
carbon
adjoining the halogen
Secondary Haloalkane
: Two carbons attached to the carbon adjoining the halogen
Tertiary Haloalkane
: Three carbons attached to the carbon adjoining the halogen
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What defines a primary haloalkane?
One
carbon
attached to the carbon atom adjoining the halogen
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What defines a secondary haloalkane?
Two
carbons
attached
to
the
carbon
atom
adjoining
the
halogen
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What defines a tertiary haloalkane?
Three carbons attached to the carbon atom adjoining the halogen
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What is a nucleophile?
An
electron
pair
donator
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What happens during a nucleophilic substitution reaction?
A
halogen
atom is swapped for another atom or group of atoms
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Why does the carbon atom in haloalkanes have a small positive charge?
Due to the
electronegativity
difference between carbon and the
halogen
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What affects the rate of nucleophilic substitution reactions?
The strength of the
C-X bond
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Which C-X bond is the weakest?
I
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Which C-X bond is the strongest?
F
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Which type of haloalkane is the fastest to substitute?
Iodoalkanes
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Which type of haloalkane is the slowest to substitute?
Fluoroalkanes
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What is the mechanism of nucleophilic substitution reactions?
Nucleophiles
have a
lone pair
and act as
electron pair donors
Curly arrows
show the
movement
of two electrons
Curly arrows start from a lone pair or the
center of a bond
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What reagent is used in nucleophilic substitution with aqueous hydroxide ions?
Potassium (or sodium) hydroxide
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What is the change in functional group when a halogenoalkane reacts with aqueous hydroxide ions?
Halogenoalkane to alcohol
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What conditions are required for nucleophilic substitution with aqueous hydroxide ions?
Aqueous solution and heat under reflux
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What is hydrolysis in the context of haloalkanes?
The splitting of a haloalkane by a
reaction
with water
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What is the role of aqueous silver nitrate in comparing the rate of hydrolysis reactions?
It forms a
silver halide
precipitate with the
halide leaving group
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What color precipitate does AgI form?
Yellow precipitate
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What color precipitate does AgBr form?
Cream
precipitate
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What color precipitate does AgCl form?
White precipitate
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What is the relationship between the strength of the C-X bond and the rate of substitution reactions?
The weaker the bond, the easier it is to break and the faster the reaction
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What are the uses and concerns regarding CFCs?
Developed for aerosols, refrigerants, and air-conditioning
Low reactivity, volatility, and non-toxicity
Concerns due to toxicity and effect on the ozone layer
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What are HFCs and why are they used instead of CFCs?
Hydrofluorocarbons (e.g., CH2FCF3)
Used for refrigerators and air-conditioners
Safer as they do not contain the C-Cl bond
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What is the role of CO2 in relation to CFCs?
Used as a blowing agent for producing expanded polymers
Alternative to CFCs
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What is the function of the ozone layer?
Filters out harmful UV radiation from the sun
Beneficial for life on Earth
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What is the effect of ozone in the lower atmosphere?
It is a pollutant and contributes to smog formation
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How is ozone formed in the atmosphere?
UV light
splits
O2
into
free radicals
Free radicals react with O2 to form
O3
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How is ozone depleted in the atmosphere?
Ozone absorbs UV light and breaks down into O2 and O
Continuous cycle of formation and depletion
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What is the relationship between the rate of ozone formation and removal?
They are equal, maintaining a
constant
amount of ozone
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What are the biological effects of UV light?
Increases risk of
skin cancer
and
crop mutation
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How do radicals from CFCs and NOx affect ozone?
Catalyze
the breakdown of ozone
Contribute to
ozone layer
depletion
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How do chlorine radicals contribute to ozone depletion?
Formed from
CFCs
by
UV radiation
Catalyze
the decomposition of ozone
Regenerated, allowing one Cl radical to destroy many
ozone molecules
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What is the overall equation for the destruction of ozone by chlorine radicals?
O3
+ O → 2
O2
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What legislation has been taken regarding CFCs?
Ban on the use of CFCs
Supported by
chemists
Development of alternative
chlorine-free
compounds
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