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2-Propynyl 2-hydroxy­benzoate

The title compound, C(10)H(8)O(3), 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 transoi...

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Detalles Bibliográficos
Autores principales: Levonis, Stephan M., Kiefel, Milton J., Houston, Todd A., Healy, Peter C.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980208/
https://www.ncbi.nlm.nih.gov/pubmed/21580108
http://dx.doi.org/10.1107/S160053680905421X
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author Levonis, Stephan M.
Kiefel, Milton J.
Houston, Todd A.
Healy, Peter C.
author_facet Levonis, Stephan M.
Kiefel, Milton J.
Houston, Todd A.
Healy, Peter C.
author_sort Levonis, Stephan M.
collection PubMed
description The title compound, C(10)H(8)O(3), 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.
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spelling pubmed-29802082010-12-30 2-Propynyl 2-hydroxy­benzoate Levonis, Stephan M. Kiefel, Milton J. Houston, Todd A. Healy, Peter C. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(8)O(3), 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. International Union of Crystallography 2009-12-24 /pmc/articles/PMC2980208/ /pubmed/21580108 http://dx.doi.org/10.1107/S160053680905421X Text en © Levonis et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Levonis, Stephan M.
Kiefel, Milton J.
Houston, Todd A.
Healy, Peter C.
2-Propynyl 2-hydroxy­benzoate
title 2-Propynyl 2-hydroxy­benzoate
title_full 2-Propynyl 2-hydroxy­benzoate
title_fullStr 2-Propynyl 2-hydroxy­benzoate
title_full_unstemmed 2-Propynyl 2-hydroxy­benzoate
title_short 2-Propynyl 2-hydroxy­benzoate
title_sort 2-propynyl 2-hydroxy­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980208/
https://www.ncbi.nlm.nih.gov/pubmed/21580108
http://dx.doi.org/10.1107/S160053680905421X
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