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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...

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Main Authors: Tayamon, Shahedeh, Tiekink, Edward R. T., Nikpour, Farzad, S. A. Ravoof, Thahira Begum, Mohamed Tahir, Mohamad Ibrahim, Karen, Anne Crouse
Format: Article
Published: Springer 2014
Online Access:http://psasir.upm.edu.my/id/eprint/34293/
http://link.springer.com/article/10.1007%2Fs10870-013-0474-2
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spelling my.upm.eprints.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
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
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.
format Article
author Tayamon, Shahedeh
Tiekink, Edward R. T.
Nikpour, Farzad
S. A. Ravoof, Thahira Begum
Mohamed Tahir, Mohamad Ibrahim
Karen, Anne Crouse
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
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
title 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_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_sort isolation, characterization and x-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole
publisher Springer
publishDate 2014
url http://psasir.upm.edu.my/id/eprint/34293/
http://link.springer.com/article/10.1007%2Fs10870-013-0474-2
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score 13.222552

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