aromatic compounds Flashcards
what is the prefix for benzene?
Phenyl
For what compounds is phenyl the prefix for?
Amine, ketone, alcohol
What is the name of a compound where an oh group is attatched to a benzene
Phenol
What is the name of a compound where an amine is attatched to a benzene ring?
Phenylamine
What is the name of a compound where an ethanoate is attatched to a benzene ?
Phenylethanone
When is benzene the prefix on compounds?
For carboxylix acids and aldehydes.
What does kekules structure of a benzene describe?
Cyclic structure with alternating carbon to carbon double and single bonds
On kekule structure, describe the bonds
P orbitals overlap above and below the bond forming pie bonds. Pie bonds are localised to 3 spots
Give the evidence for why Kekule structure is wrong
Chemical evidence.
C=C don’t react with Br2, hbr, h2so4 as you would expect it to. So, no C=C so NO ELECTROPHILIC ADDITION reactions.
Bond length
Each bonds same length. C=C would be shorter.
Each bond has an INTERMEDIATE bond length between carbons
Thermochemical evidence
Enthalpy change of HYDROGENATION to convert cyclohexene to cyclohexane is DeltaH -120Kjmol-1
Expected 3 x 120 = DeltaH -360kjmol-1. Reality = 208kjmol-1
MORE STABKE than alkenes. LESS EXOTHERMIC than expected.
What product does a phenol with a metal produce?
Salt + hydrogen.
2 phenol + 2Na > 2 o- on phenol + H 2
What is the friedel crafts reaction?
When a H atom is substituted for an alkyl group on a benzene ring
write an equation for a benzene + CH3Cl
Benzene + ch3cl —> (AlCL3 on arrow) methylbenzene + HCl
If AlCL3 is the catalyst for a benzene alkylation reaction, write the step 1 and step 3 equations.
Step 1:
CH3Cl + ALCL3 —-> Ch3+ + ALCL4-
Step 3:
ALCL4- + H+ —> AlCl3 + HCl
What if functional group where a C is joined to a double bond O and a Cl
Acyl chloride
What is the catalyst for acylation ?
Al(halogen)3
AlCl3
In acylation, what do you add to a benzene ring?
Ch3COCl
Is phenol more pre less soluble than alcohol?
Less
Why is phenol less soluble than alcohol ?
Due to its non-polar benzene ring.
When dissolved in water, what happens to phenol?
It partially dissosiates to form a PHENOXIDE ION and a PROTON
What is a phenoxide ion?
A phenol without the H. O- is it’s functional group
What does an acid + alkali =?
Salt and water