2-(3-Bromo-4-meth-oxy-phen-yl)acetic acid.

ABSTRACT: The title compound C(9)H(9)BrO(3), was synthesized by the regioselective bromination of 4-meth-oxy-phenyl-acetic acid using bromine in acetic acid in a 84% yield. In the mol-ecular structure, the meth-oxy group is almost coplanar with the phenyl ring within 0.06?Å; the acetic acid substituent is tilted by 78.15?(7)° relative to the ring. The C-C-C angles at the OMe, acetyl and Br substituents are 118.2?(2), 118.4?(2) and 121.5?(2)°, respectively, indicating that the Br atom is electron-withdrawing, whereas the other substituents possess electron-donating properties. In the crystal, the mol-ecules form centrosymmetric strongly O-H?O hydrogen-bonded dimers of the type R(2) (2)(8).

SUBMITTER: Guzei IA 

PROVIDER: S-EPMC3007027 | biostudies-literature | 2010 Jun

REPOSITORIES: biostudies-literature