2-Propynyl 2-hydroxybenzoate

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Author(s)
Levonis, Stephan M
Kiefel, Milton J
Houston, Todd A
Healy, Peter C
Year published
2010
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Show full item recordAbstract
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) Šfor the terminal carbons, with intramolecular O-HO 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 ...
View more >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) Šfor the terminal carbons, with intramolecular O-HO 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-HO interactions with the phenolic O atom. Supramolecular chains along the b axis are found for both molecules with links by weak O-HO intermolecular interactions in the first independent molecule and C-HO interactions in the second.
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View more >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) Šfor the terminal carbons, with intramolecular O-HO 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-HO interactions with the phenolic O atom. Supramolecular chains along the b axis are found for both molecules with links by weak O-HO intermolecular interactions in the first independent molecule and C-HO interactions in the second.
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Journal Title
Acta crystallographica. Section E, Structure reports online
Volume
66
Copyright Statement
© The Author(s) 2010. For information about this journal please refer to the journal's website. All articles published in Acta Crystallographica Section E are open access and distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. See http://creativecommons.org/licenses/by/2.0/uk/legalcode
Subject
Chemical sciences