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AQA: a-level chemistry
organic
10. aromatics
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Amal Azab
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Cards (105)
What is the formula for benzene?
C
6
_6
6
H
6
_6
6
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What type of compound is benzene?
Cyclic compound
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How many valence electrons does each carbon in benzene have?
Four
valence electrons
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What is the bond length of carbon-carbon bonds in benzene?
139
picometers
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What does the delocalized electron structure of benzene contribute to?
Stability
and
equal bond lengths
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What is the skeletal formula used for?
To draw
benzene
and its derivatives
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Who proposed the alternating double bond structure of benzene?
Auguste Kekulé
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What does the circle in the benzene structure represent?
Delocalized electron system
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Why is benzene more stable than cyclohexene?
Due to its
delocalized electron
structure
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What is the enthalpy change of hydrogenation for cyclohexene?
120 kilojoules
per
mole
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What is the predicted enthalpy change of hydrogenation for benzene if it had three double bonds?
360
kilojoules
per
mole
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What is the actual enthalpy change of hydrogenation for benzene?
208 kilojoules
per
mole
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What does a lower negative enthalpy change indicate about benzene's stability?
More energy is required to
break
its bonds
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What are the key properties of benzene?
Cyclic
and planar structure
Delocalized electrons
Equal bond lengths (
139 picometers
)
More stable than
cyclohexene
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What are the next topics to be covered after benzene's structure?
Naming benzene
derivatives
Reactions such as
Friedel-Crafts
and
nitration
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What is the bond length in benzene?
Equal
in all bonds
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Why is benzene considered more stable?
It requires more energy to
break bonds
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What is the electron structure of benzene?
Delocalized
electron structure
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What are the derivatives of benzene called?
Arenes
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What is an example of a halogen derivative of benzene?
Bromobenzene
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How do we name derivatives of benzene?
By adding the
substituent
before benzene
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What is the name for benzene with a methyl group?
Dimethylbenzene
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What is the name for benzene with a nitro group?
Nitrobenzene
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What is phenol?
Benzene
with a
hydroxy
group
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What is the name for benzene with an amine group?
Phenylamine
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What type of reaction do arenes undergo?
Electrophilic substitution
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Why do arenes not undergo addition reactions?
They would disrupt the
delocalized
structure
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Who developed the Friedel-Crafts reaction?
Charles Friedel
and
James Crafts
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What are the two types of reactions for arenes mentioned?
Friedel-Crafts
acylation
and
nitration
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What is the role of the halogen carrier in Friedel-Crafts acylation?
To create a stronger
electrophile
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What is formed when an acyl chloride reacts with a halogen carrier?
A strong positive
electrophile
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What happens to the benzene structure during Friedel-Crafts acylation?
The ring becomes
weaker
for modification
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How do delocalized electrons in benzene react with electrophiles?
They
form
a
bond
with
the
electrophile
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What is the result of the electrophilic substitution reaction in benzene?
A new
substituent
replaces a hydrogen
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What is the purpose of reflux in the Friedel-Crafts reaction?
To prevent loss of
volatile substances
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What is the product of Friedel-Crafts acylation?
A
phenyl ketone
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What is the significance of the delocalized structure in benzene?
It contributes to benzene's
stability
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Why is benzene considered an important chemical in pharmaceuticals?
It is
used
in many
drug
formulations
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What happens to the stability of benzene when an electrophile attacks?
The stability is temporarily disrupted
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What is the role of acyl chlorides in Friedel-Crafts reactions?
They provide the
acyl group
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