I. Guzei, Alan R. Gunderson, N. Hill
Jun 5, 2010
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Journal
Acta Crystallographica Section E: Structure Reports Online
Abstract
The title compound C9H9BrO3, was synthesized by the regioselective bromination of 4-methoxyphenylacetic acid using bromine in acetic acid in a 84% yield. In the molecular structure, the methoxy 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 molecules form centrosymmetric strongly O—H⋯O hydrogen-bonded dimers of the type R 2 2(8).