2-Propynyl 2-hydroxybenzoate

• Main Authors: Stephan M. Levonis, Milton J. Kiefel, Todd A. Houston, Peter C. Healy
• Format: Article
• Language: English
• Published: International Union of Crystallography 2010-01-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S160053680905421X

The title compound, C10H8O3, has been synthesized as part of our investigations into the generation of new antibacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent molecules in the asymmetric unit. The transoid propynyl ester groups are coplanar with the 2-hydroxybenzoate group with maximum deviations of −0.3507 (3) and 0.1591 (3) Å for the terminal carbons, with intramolecular O—H...O hydrogen bonding providing rigidity to the structure and ensuring that the reactivity of the alkyne is not compromised by steric factors. The propynyl group forms intermolecular C—H...O interactions with the phenolic O atom. Supramolecular chains along the b axis are found for both molecules with links by weak O—H...O intermolecular interactions in the first independent molecule and C—H...O interactions in the second.