N-(4-Bromophenyl)methoxycarbothioamide
The synthesis, spectroscopic and crystallographic characterisation of the title compound, O-methyl-N-4-bromophenyl thiocarbamate, MeOC(=S)N(H)PhBr-4 (1), are described. Spectroscopy confirmed the formation of the compound and the molecular structure was determined crystallographically. Two independe...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI
2018
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| Online Access: | http://eprints.sunway.edu.my/886/ http://eprints.sunway.edu.my/886/1/N%204%20Bromophenyl.pdf |
| _version_ | 1848801920066519040 |
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| author | Yeo, Chien Ing * Tiekink, Edward R. T. * |
| author_facet | Yeo, Chien Ing * Tiekink, Edward R. T. * |
| author_sort | Yeo, Chien Ing * |
| building | SU Institutional Repository |
| collection | Online Access |
| description | The synthesis, spectroscopic and crystallographic characterisation of the title compound, O-methyl-N-4-bromophenyl thiocarbamate, MeOC(=S)N(H)PhBr-4 (1), are described. Spectroscopy confirmed the formation of the compound and the molecular structure was determined crystallographically. Two independent but chemically similar molecules comprise the asymmetric unit of 1. The C-S and C-N bond lengths confirm the presence of the
thioamide tautomer. The thione-S and amide-N-H atoms are syn, enabling the formation of amide-N-H . . . S(thione) hydrogen bonds between the two independent molecules that generates a two-molecule aggregate via an eight-membered { . . . HNCS}2 synthon. The aggregates are connected into a three-dimensional architecture via weak intermolecular interactions, including Br. . . π(4-bromophenyl), S . . . π(4-bromophenyl), and weak Br. . . S halogen bonding contacts. The overall molecular conformation, thioamide tautomer, and the presence of amide-N-H . . . S(thione)
hydrogen bonding in the crystal conform with expectation for this class of compound. |
| first_indexed | 2025-11-14T21:15:07Z |
| format | Article |
| id | sunway-886 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:15:07Z |
| publishDate | 2018 |
| publisher | MDPI |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-8862020-10-12T07:46:47Z http://eprints.sunway.edu.my/886/ N-(4-Bromophenyl)methoxycarbothioamide Yeo, Chien Ing * Tiekink, Edward R. T. * QD Chemistry The synthesis, spectroscopic and crystallographic characterisation of the title compound, O-methyl-N-4-bromophenyl thiocarbamate, MeOC(=S)N(H)PhBr-4 (1), are described. Spectroscopy confirmed the formation of the compound and the molecular structure was determined crystallographically. Two independent but chemically similar molecules comprise the asymmetric unit of 1. The C-S and C-N bond lengths confirm the presence of the thioamide tautomer. The thione-S and amide-N-H atoms are syn, enabling the formation of amide-N-H . . . S(thione) hydrogen bonds between the two independent molecules that generates a two-molecule aggregate via an eight-membered { . . . HNCS}2 synthon. The aggregates are connected into a three-dimensional architecture via weak intermolecular interactions, including Br. . . π(4-bromophenyl), S . . . π(4-bromophenyl), and weak Br. . . S halogen bonding contacts. The overall molecular conformation, thioamide tautomer, and the presence of amide-N-H . . . S(thione) hydrogen bonding in the crystal conform with expectation for this class of compound. MDPI 2018-08-17 Article PeerReviewed text en http://eprints.sunway.edu.my/886/1/N%204%20Bromophenyl.pdf Yeo, Chien Ing * and Tiekink, Edward R. T. * (2018) N-(4-Bromophenyl)methoxycarbothioamide. Molbank, 2018 (3). M1012. ISSN 1422-8599 http://doi.org/10.3390/M1012 doi:10.3390/M1012 |
| spellingShingle | QD Chemistry Yeo, Chien Ing * Tiekink, Edward R. T. * N-(4-Bromophenyl)methoxycarbothioamide |
| title | N-(4-Bromophenyl)methoxycarbothioamide |
| title_full | N-(4-Bromophenyl)methoxycarbothioamide |
| title_fullStr | N-(4-Bromophenyl)methoxycarbothioamide |
| title_full_unstemmed | N-(4-Bromophenyl)methoxycarbothioamide |
| title_short | N-(4-Bromophenyl)methoxycarbothioamide |
| title_sort | n-(4-bromophenyl)methoxycarbothioamide |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/886/ http://eprints.sunway.edu.my/886/ http://eprints.sunway.edu.my/886/ http://eprints.sunway.edu.my/886/1/N%204%20Bromophenyl.pdf |