2-Propynyl 2-hydroxybenzoate

Stephan M. Levonis, Milton J. Kiefel, Todd A. Houston, Peter C. Healy

Research output: Contribution to journalArticleResearchpeer-review

3 Citations (Scopus)

Abstract

The title compound, C10H8O3, has been synthesized as part of our investigations into the generation of new anti-bacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent mol-ecules 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 intra-molecular 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 inter-molecular C-H⋯O inter-actions with the phenolic O atom. Supra-molecular chains along the b axis are found for both mol-ecules with links by weak O-H⋯O inter-molecular inter-actions in the first independent mol-ecule and C-H⋯O inter-actions in the second.

Original languageEnglish
JournalActa Crystallographica Section E: Crystallographic Communications
Volume66
Issue number1
DOIs
Publication statusPublished - 2010
Externally publishedYes

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Bactericides
Hydroxybenzoates
Alkynes
Rigidity
Esters
Hydrogen bonds
Carbon
Anti-Bacterial Agents
Atoms
molecular chains
alkynes
rigidity
esters
reactivity
deviation
carbon
hydrogen
synthesis
atoms

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Levonis, Stephan M. ; Kiefel, Milton J. ; Houston, Todd A. ; Healy, Peter C. / 2-Propynyl 2-hydroxybenzoate. In: Acta Crystallographica Section E: Crystallographic Communications. 2010 ; Vol. 66, No. 1.
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abstract = "The title compound, C10H8O3, has been synthesized as part of our investigations into the generation of new anti-bacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent mol-ecules 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) {\AA} for the terminal carbons, with intra-molecular 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 inter-molecular C-H⋯O inter-actions with the phenolic O atom. Supra-molecular chains along the b axis are found for both mol-ecules with links by weak O-H⋯O inter-molecular inter-actions in the first independent mol-ecule and C-H⋯O inter-actions in the second.",
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2-Propynyl 2-hydroxybenzoate. / Levonis, Stephan M.; Kiefel, Milton J.; Houston, Todd A.; Healy, Peter C.

In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 66, No. 1, 2010.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - 2-Propynyl 2-hydroxybenzoate

AU - Levonis, Stephan M.

AU - Kiefel, Milton J.

AU - Houston, Todd A.

AU - Healy, Peter C.

PY - 2010

Y1 - 2010

N2 - The title compound, C10H8O3, has been synthesized as part of our investigations into the generation of new anti-bacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent mol-ecules 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 intra-molecular 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 inter-molecular C-H⋯O inter-actions with the phenolic O atom. Supra-molecular chains along the b axis are found for both mol-ecules with links by weak O-H⋯O inter-molecular inter-actions in the first independent mol-ecule and C-H⋯O inter-actions in the second.

AB - The title compound, C10H8O3, has been synthesized as part of our investigations into the generation of new anti-bacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent mol-ecules 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 intra-molecular 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 inter-molecular C-H⋯O inter-actions with the phenolic O atom. Supra-molecular chains along the b axis are found for both mol-ecules with links by weak O-H⋯O inter-molecular inter-actions in the first independent mol-ecule and C-H⋯O inter-actions in the second.

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JO - Acta Crystallographica Section E: Structure Reports Online

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