2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide

In the title compound, C(10)H(11)Cl(2)NO, the N—H bond is syn to the 3-methyl substituent in the aromatic ring, similar to that observed in N-(3,4-dimethyl­phen­yl)acetamide and to the 3-chloro substituent in 2,2-dichloro-N-(3,4-dichloro­phen­yl)acetamide, and contrasting with the anti conformation...

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Detalles Bibliográficos
Autores principales: Gowda, B. Thimme, Foro, Sabine, Svoboda, Ingrid, Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969347/
https://www.ncbi.nlm.nih.gov/pubmed/21582880
http://dx.doi.org/10.1107/S1600536809022557
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author Gowda, B. Thimme
Foro, Sabine
Svoboda, Ingrid
Fuess, Hartmut
author_facet Gowda, B. Thimme
Foro, Sabine
Svoboda, Ingrid
Fuess, Hartmut
author_sort Gowda, B. Thimme
collection PubMed
description In the title compound, C(10)H(11)Cl(2)NO, the N—H bond is syn to the 3-methyl substituent in the aromatic ring, similar to that observed in N-(3,4-dimethyl­phen­yl)acetamide and to the 3-chloro substituent in 2,2-dichloro-N-(3,4-dichloro­phen­yl)acetamide, and contrasting with the anti conformation observed for the 3-methyl substituent in 2,2,2-trichloro-N-(3,4-dimethyl­phen­yl)acetamide. On the other hand, it is anti to the C=O bond. An inter­molecular N—H⋯O hydrogen bond links mol­ecules into infinite chains along the b axis.
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spelling pubmed-29693472010-12-30 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide Gowda, B. Thimme Foro, Sabine Svoboda, Ingrid Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(10)H(11)Cl(2)NO, the N—H bond is syn to the 3-methyl substituent in the aromatic ring, similar to that observed in N-(3,4-dimethyl­phen­yl)acetamide and to the 3-chloro substituent in 2,2-dichloro-N-(3,4-dichloro­phen­yl)acetamide, and contrasting with the anti conformation observed for the 3-methyl substituent in 2,2,2-trichloro-N-(3,4-dimethyl­phen­yl)acetamide. On the other hand, it is anti to the C=O bond. An inter­molecular N—H⋯O hydrogen bond links mol­ecules into infinite chains along the b axis. International Union of Crystallography 2009-06-17 /pmc/articles/PMC2969347/ /pubmed/21582880 http://dx.doi.org/10.1107/S1600536809022557 Text en © Gowda et al. 2009 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
Gowda, B. Thimme
Foro, Sabine
Svoboda, Ingrid
Fuess, Hartmut
2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title_full 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title_fullStr 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title_full_unstemmed 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title_short 2,2-Dichloro-N-(3,4-dimethyl­phen­yl)acetamide
title_sort 2,2-dichloro-n-(3,4-dimethyl­phen­yl)acetamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969347/
https://www.ncbi.nlm.nih.gov/pubmed/21582880
http://dx.doi.org/10.1107/S1600536809022557
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AT forosabine 22dichloron34dimethylphenylacetamide
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AT fuesshartmut 22dichloron34dimethylphenylacetamide

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