From donor- and acceptor-substituted meta- and para-xylenes to para-quinodimethanes and poly(meta-phenylenevinylene)s was written by Former, Carsten;Klaerner, Gerrit;Wagner, Manfred;Muellen, Klaus. And the article was included in Journal fuer Praktische Chemie/Chemiker-Zeitung in 1998.Name: 3-(Bromomethyl)benzoic acid This article mentions the following:
1,2-, 1,3- And 1,4-xylenes with donor and acceptor substituents at the α- and α’ positions, lead to a remarkable variety of intermediates and reaction products after deprotonation of the benzylic proton. Thus, the reaction of [4-NCCH2C6H4CH(SMe)NR2]+BF4– (R = Me, Et) with NaH affords the corresponding 1,4-quinodimethanes (I). Polymeric [:C(NBu2)C6H4-3-C(CN):]n is obtained when starting from [3-NCCH2C6H4CH(SMe)NBu2]+BF4–. A successive approach towards 1,3-phenylenevinylenes of definite length starting from 3-NCCH2C6H4CH(S)NMe2. Moreover, the stability and reactivity of I are compared with those of the corresponding 1,2-quinodimethane. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Name: 3-(Bromomethyl)benzoic acid).
3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 3-(Bromomethyl)benzoic acid
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary