Compostos Aromáticos Clorados

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Solutions for Aromatic Compounds
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
ClCl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
chlorobenzene o-dichlorobenzene
(1,2-dichlorobenzene)
m-dichlorobenzene
(1,3-dichlorobenzene) p-dichlorobenzene
(1,4-dichlorobenzene)
1,2,3-trichlorobenzene 1,2,4-trichlorobenzene 1,3,5-trichlorobenzene 1,2,3,4-tetrachloro-
benzene
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Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl Cl
Cl
Cl
Cl
Cl
Cl
1,2,3,5-tetrachloro-
benzene
1,2,4,5-tetrachloro-
benzene
pentachlorobenzene
(numbers not needed)
hexachlorobenzene
(numbers not needed)
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CH CH2CH
OH
CH2
OH
CH CH
CH CH CH2
H2O
H2O
CH
O
CH CH2
H H
CH CH2CH
O
H
H
CH CH2CH
Electronic systems with extended
conjugation absorb at longer wavelength.
λmax 250 nm (strong)
290 nm (weak)
λmax
25
plus resonance forms with positive 
charge on the benzene ring
220 nm (strong)
258 nm (weak) − H2O
H3O+ In dilute H2SO4(aq), the 
acid is H3O+.
(a) fluorobenzene
(d) o-nitrostyrene
(g) 3,4-dinitrophenol
(b) 4-phenylbut-1-yne
(e) p-bromobenzoic acid, or
 4-bromobenzoic acid
(h) benzyl ethyl ether, or
 benzoxyethane, or
 (ethoxymethyl)benzene, or
 α-ethoxytoluene
(c) m-methylphenol, or 
 3-methylphenol
 (common name: m-cresol)
(f) isopropoxybenzene, or
 isopropyl phenyl ether
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