21.04.2013 Views

Reactions of Aromatic Compounds

Reactions of Aromatic Compounds

Reactions of Aromatic Compounds

SHOW MORE
SHOW LESS

You also want an ePaper? Increase the reach of your titles

YUMPU automatically turns print PDFs into web optimized ePapers that Google loves.

Examples <strong>of</strong> Electrophilic <strong>Aromatic</strong> Substitution <strong>Reactions</strong><br />

X 2, FeX 3<br />

X = Cl, Br<br />

HONO 2<br />

H 2SO 4<br />

SO 3<br />

H 2SO 4<br />

RCl<br />

AlCl 3<br />

O<br />

RCCl<br />

=<br />

AlCl 3<br />

X<br />

NO 2<br />

Halogenation<br />

Nitration<br />

SO 3H<br />

Sulfonation<br />

R Friedel-Crafts<br />

Alkylation<br />

O<br />

= C<br />

R<br />

Friedel-Crafts<br />

Acylation<br />

These reactions are<br />

commonly used<br />

synthetic procedures<br />

for modifying arenes.<br />

They proceed by a<br />

general mechanism<br />

initiated by addition <strong>of</strong><br />

an electrophile E + to<br />

the aromatic π-system,<br />

forming a nonaromatic<br />

carbocation<br />

intermediate called an<br />

arenium ion.

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!