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Cards (27)
What type of compound is benzene?
Aromatic
compound
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How many carbon atoms are in benzene?
Six
carbon atoms
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What type of electrons are present in benzene?
Delocalised
electrons
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What is the bond length in the benzene ring?
Intermediate length between double and single bonds
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What makes benzene very stable?
The
delocalised
electron
ring structure
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What was the initial predicted structure of benzene?
Similar to
cyclohexatriene
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What was the predicted enthalpy change of hydrogenation for benzene?
-360 kJ mol<sup>-1</sup>
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What was the actual enthalpy change of hydrogenation for benzene?
-208
kJ mol<sup>-1</sup>
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What are compounds containing benzene called?
Arenes or
aromatic compounds
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Why do arenes have high melting points?
Due to the stability of the
delocalised
ring
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Why do arenes have low boiling points?
They are
non-polar
molecules
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What makes arenes often insoluble in water?
They are
non-polar
molecules
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What is the delocalised ring in benzene susceptible to?
Attack from
electrophiles
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What happens during electrophilic substitution?
The
electron ring
is partially destroyed then restored
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What is the electrophile in the formation of nitrobenzene?
NO<sub>2</sub><sup>+</sup>
ion
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What is produced when concentrated sulfuric acid reacts with concentrated nitric acid?
A
reactive intermediate
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What is removed from the benzene ring during the substitution reaction?
A
hydrogen ion
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What type of substitution occurs when the reaction temperature is 55°C?
Mono-substitution
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What is required for Friedel-Crafts acylation to occur?
A reactive intermediate from
acyl chloride
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What does the benzene ring act as in Friedel-Crafts acylation?
A
nucleophile
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What is the product of Friedel-Crafts acylation?
A
phenylketone
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What is the benzene group referred to in the product of Friedel-Crafts acylation?
Phenyl group
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In what industries are phenylketones commonly used?
Dyes, pharmaceuticals, and
explosives
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What are the key features of benzene's structure and properties?
Aromatic
compound
Six carbon atoms
Six hydrogen atoms
Delocalised
electrons
Intermediate bond lengths
Very stable structure
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What are the characteristics of arenes?
High
melting points
due to stability
Low
boiling points
as
non-polar
Often
insoluble
in water
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What are the steps in electrophilic substitution reactions involving benzene?
Electrophile attacks the
delocalised
ring
Ring
is partially destroyed
Ring is restored
Products formed
(e.g., nitrobenzene)
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What is the Friedel-Crafts acylation process?
Benzene acts as a
nucleophile
Acyl chloride
reacts with
aluminium chloride
Produces a
reactive intermediate
Forms a
phenylketone
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