Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole
The reaction of hydrazine hydrate with carbon disulfide and 4-methylbenzyl chloride in basic solution yielded 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole (C18H18N2S3, compound 1) in addition to the expected S-4-methylbenzyldithiocarbazate. The molecule has approximate twofold symmetry with the C=S...
| Main Authors: | , , , , , |
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| Format: | Article |
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Springer
2014
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| Online Access: | http://psasir.upm.edu.my/id/eprint/34293/ |
| _version_ | 1848847730862981120 |
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| author | Tayamon, Shahedeh Tiekink, Edward R. T. Nikpour, Farzad S. A. Ravoof, Thahira Begum Mohamed Tahir, Mohamad Ibrahim Karen, Anne Crouse |
| author_facet | Tayamon, Shahedeh Tiekink, Edward R. T. Nikpour, Farzad S. A. Ravoof, Thahira Begum Mohamed Tahir, Mohamad Ibrahim Karen, Anne Crouse |
| author_sort | Tayamon, Shahedeh |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | The reaction of hydrazine hydrate with carbon disulfide and 4-methylbenzyl chloride in basic solution yielded 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole (C18H18N2S3, compound 1) in addition to the expected S-4-methylbenzyldithiocarbazate. The molecule has approximate twofold symmetry with the C=S bond lying on the pseudo axis. The five membered ring is planar with the three S atoms mutually syn, and with pendent 4-methylbenzylthio substituents; the dihedral angle between the terminal rings is 52.21(7)°. The compound 1 crystallizes in the triclinic space group \(P\bar{1}\) with a = 6.0139(3) Å, b = 11.8694(7) Å, c = 12.6330(7) Å, α = 72.583(5)°, β = 82.827(4)°, γ = 89.882(4)° and Z = 2. |
| first_indexed | 2025-11-15T09:23:15Z |
| format | Article |
| id | upm-34293 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-15T09:23:15Z |
| publishDate | 2014 |
| publisher | Springer |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-342932015-12-10T03:37:51Z http://psasir.upm.edu.my/id/eprint/34293/ Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole Tayamon, Shahedeh Tiekink, Edward R. T. Nikpour, Farzad S. A. Ravoof, Thahira Begum Mohamed Tahir, Mohamad Ibrahim Karen, Anne Crouse The reaction of hydrazine hydrate with carbon disulfide and 4-methylbenzyl chloride in basic solution yielded 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole (C18H18N2S3, compound 1) in addition to the expected S-4-methylbenzyldithiocarbazate. The molecule has approximate twofold symmetry with the C=S bond lying on the pseudo axis. The five membered ring is planar with the three S atoms mutually syn, and with pendent 4-methylbenzylthio substituents; the dihedral angle between the terminal rings is 52.21(7)°. The compound 1 crystallizes in the triclinic space group \(P\bar{1}\) with a = 6.0139(3) Å, b = 11.8694(7) Å, c = 12.6330(7) Å, α = 72.583(5)°, β = 82.827(4)°, γ = 89.882(4)° and Z = 2. Springer 2014 Article PeerReviewed Tayamon, Shahedeh and Tiekink, Edward R. T. and Nikpour, Farzad and S. A. Ravoof, Thahira Begum and Mohamed Tahir, Mohamad Ibrahim and Karen, Anne Crouse (2014) Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole. Journal of Chemical Crystallography , 44 (1). pp. 1-5. ISSN 1074-1542; ESSN: 1572-8854 http://link.springer.com/article/10.1007%2Fs10870-013-0474-2 10.1007/s10870-013-0474-2 |
| spellingShingle | Tayamon, Shahedeh Tiekink, Edward R. T. Nikpour, Farzad S. A. Ravoof, Thahira Begum Mohamed Tahir, Mohamad Ibrahim Karen, Anne Crouse Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title | Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title_full | Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title_fullStr | Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title_full_unstemmed | Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title_short | Isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| title_sort | isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole |
| url | http://psasir.upm.edu.my/id/eprint/34293/ http://psasir.upm.edu.my/id/eprint/34293/ http://psasir.upm.edu.my/id/eprint/34293/ |