A structural study of 2,4-dimethylaniline derivatives
Crystallographic studies of nitrogen-containing small molecules aid in the elucidation of their structure–activity relationships and modes of aggregation. In this study, two previously synthesized molecules are crystallographically characterized for the first time. Reaction of 2,4-dimethylaniline wi...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2018-09-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989018011404 |
| _version_ | 1818320235722178560 |
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| author | Samuel C. Penner Maryam Kalvandi Jamie S. Ritch |
| author_facet | Samuel C. Penner Maryam Kalvandi Jamie S. Ritch |
| author_sort | Samuel C. Penner |
| collection | DOAJ |
| description | Crystallographic studies of nitrogen-containing small molecules aid in the elucidation of their structure–activity relationships and modes of aggregation. In this study, two previously synthesized molecules are crystallographically characterized for the first time. Reaction of 2,4-dimethylaniline with N-bromosuccinimide affords the ortho-brominated derivative 2-bromo-4,6-dimethylaniline (1; C8H10BrN), which sublimates in vacuo to afford crystals featuring hydrogen-bonded chains as well as Type I halogen–halogen interactions. Conversely, alkylation of two equivalents of 2,4-dimethylaniline with 1,2-dibromoethane affords a separable mixture of N,N′-bis(2,4-dimethylphenyl)piperazine (2; C20H26N2), which was crystallographically characterized, as well as N,N′-bis(2,4-dimethylphenyl)ethylenediamine (3). |
| first_indexed | 2024-12-13T10:21:47Z |
| format | Article |
| id | doaj.art-1bacc327926b488a870e5f290ab3a825 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-13T10:21:47Z |
| publishDate | 2018-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-1bacc327926b488a870e5f290ab3a8252022-12-21T23:51:10ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902018-09-017491276128010.1107/S2056989018011404lh5879A structural study of 2,4-dimethylaniline derivativesSamuel C. Penner0Maryam Kalvandi1Jamie S. Ritch2Department of Chemistry, The University of Winnipeg, Winnipeg MB R3B 2E9, CanadaDepartment of Chemistry, The University of Winnipeg, Winnipeg MB R3B 2E9, CanadaDepartment of Chemistry, The University of Winnipeg, Winnipeg MB R3B 2E9, CanadaCrystallographic studies of nitrogen-containing small molecules aid in the elucidation of their structure–activity relationships and modes of aggregation. In this study, two previously synthesized molecules are crystallographically characterized for the first time. Reaction of 2,4-dimethylaniline with N-bromosuccinimide affords the ortho-brominated derivative 2-bromo-4,6-dimethylaniline (1; C8H10BrN), which sublimates in vacuo to afford crystals featuring hydrogen-bonded chains as well as Type I halogen–halogen interactions. Conversely, alkylation of two equivalents of 2,4-dimethylaniline with 1,2-dibromoethane affords a separable mixture of N,N′-bis(2,4-dimethylphenyl)piperazine (2; C20H26N2), which was crystallographically characterized, as well as N,N′-bis(2,4-dimethylphenyl)ethylenediamine (3).http://scripts.iucr.org/cgi-bin/paper?S2056989018011404crystal structurereactivity studieshydrogen bondinganilinespiperazines |
| spellingShingle | Samuel C. Penner Maryam Kalvandi Jamie S. Ritch A structural study of 2,4-dimethylaniline derivatives Acta Crystallographica Section E: Crystallographic Communications crystal structure reactivity studies hydrogen bonding anilines piperazines |
| title | A structural study of 2,4-dimethylaniline derivatives |
| title_full | A structural study of 2,4-dimethylaniline derivatives |
| title_fullStr | A structural study of 2,4-dimethylaniline derivatives |
| title_full_unstemmed | A structural study of 2,4-dimethylaniline derivatives |
| title_short | A structural study of 2,4-dimethylaniline derivatives |
| title_sort | structural study of 2 4 dimethylaniline derivatives |
| topic | crystal structure reactivity studies hydrogen bonding anilines piperazines |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989018011404 |
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