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Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate

The title compound, C(12)H(11)ClO(4)S, was prepared by the oxidation of methyl 2-(5-chloro-3-methyl­sulfanyl-1-benzofuran-2-yl)acetate with 3-chloro­peroxy­benzoic acid. The O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment....

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Detalles Bibliográficos
Autores principales: Choi, Hong Dae, Seo, Pil Ja, Son, Byeng Wha, Lee, Uk
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959551/
https://www.ncbi.nlm.nih.gov/pubmed/21580999
http://dx.doi.org/10.1107/S1600536808033503
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author Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_facet Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_sort Choi, Hong Dae
collection PubMed
description The title compound, C(12)H(11)ClO(4)S, was prepared by the oxidation of methyl 2-(5-chloro-3-methyl­sulfanyl-1-benzofuran-2-yl)acetate with 3-chloro­peroxy­benzoic acid. The O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The crystal structure is stabilized by aromatic π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid-to-centroid distance = 3.809 (2) Å], and by C—H⋯π inter­actions between a methyl H atom and the furan ring of an adjacent mol­ecule. In addition, the crystal structure exhibits inter­molecular C—H⋯O hydrogen bonds.
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spelling pubmed-29595512010-12-30 Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate Choi, Hong Dae Seo, Pil Ja Son, Byeng Wha Lee, Uk Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(11)ClO(4)S, was prepared by the oxidation of methyl 2-(5-chloro-3-methyl­sulfanyl-1-benzofuran-2-yl)acetate with 3-chloro­peroxy­benzoic acid. The O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The crystal structure is stabilized by aromatic π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid-to-centroid distance = 3.809 (2) Å], and by C—H⋯π inter­actions between a methyl H atom and the furan ring of an adjacent mol­ecule. In addition, the crystal structure exhibits inter­molecular C—H⋯O hydrogen bonds. International Union of Crystallography 2008-10-18 /pmc/articles/PMC2959551/ /pubmed/21580999 http://dx.doi.org/10.1107/S1600536808033503 Text en © Choi et al. 2008 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
Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_full Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_fullStr Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_full_unstemmed Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_short Methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_sort methyl 2-(5-chloro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959551/
https://www.ncbi.nlm.nih.gov/pubmed/21580999
http://dx.doi.org/10.1107/S1600536808033503
work_keys_str_mv AT choihongdae methyl25chloro3methylsulfinyl1benzofuran2ylacetate
AT seopilja methyl25chloro3methylsulfinyl1benzofuran2ylacetate
AT sonbyengwha methyl25chloro3methylsulfinyl1benzofuran2ylacetate
AT leeuk methyl25chloro3methylsulfinyl1benzofuran2ylacetate