Illustrated Glossary of Organic Chemistry

Meta director: In electrophilic aromatic substitution, a substituent that favors electrophilic attack meta to the substituent. Most meta directors are also deactivators.


Bromination of nitrobenzene gives meta-bromonitrobenzene as the major product because the nitro group is a meta director.


aq. HONO2

aq. H2SO4

+

Bromobenzene

Ortho-bromonitrobenzene
Para-bromonitrobenzene
Nitration of bromobenzene gives a mixture of ortho-bromonitrobenzene and para-bromonitrobenzene as the major products because the bromine substituent is an ortho/para director.