Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine

S,S′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine (SNM4MA) was prepared by the condensation of S-napthalen-2-ylmethyldithiocarbazate (SNMDTC) and 4-methylacetophenone. Yellow needles of SNM4MA were obtained upon slow evaporation of a 50:50 mixture of acetonitrile and DMSO over a...

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Main Authors: How, Fiona Ni Foong, Crouse, Karen Anne, Mohamed Tahir, Mohamed Ibrahim, Watkins, David J.
Format: Article
Language:English
Published: SpringerLink 2009
Online Access:http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/1/fulltext.pdf
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spelling iium-98602011-12-14T03:45:12Z http://irep.iium.edu.my/9860/ Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine How, Fiona Ni Foong Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Watkins, David J. S,S′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine (SNM4MA) was prepared by the condensation of S-napthalen-2-ylmethyldithiocarbazate (SNMDTC) and 4-methylacetophenone. Yellow needles of SNM4MA were obtained upon slow evaporation of a 50:50 mixture of acetonitrile and DMSO over a period of weeks. The compound crystallizes in the monoclinic system with the space group C 2/c and Z = 4. The unit cell parameters are a = 7.0221(2) Å, b = 22.8428(6) Å, c = 23.5127(6) Å with β = 94.0222(13)°. Single crystal X-ray analysis shows that the molecule has crystallographic two-fold rotational symmetry coincident with the S–S bond. The title compound exists as a trans–cis conformer in which the naphthalene group is trans with respect to the thione sulfur while the benzyl group adopts a cis geometry. 13C and 1H spectra confirm that the dimeric nature is retained in DMSO solution. SpringerLink 2009-07-07 Article PeerReviewed application/pdf en http://irep.iium.edu.my/9860/1/fulltext.pdf How, Fiona Ni Foong and Crouse, Karen Anne and Mohamed Tahir, Mohamed Ibrahim and Watkins, David J. (2009) Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine. Journal of Chemical Crystallography, 39 (12). pp. 894-897. ISSN 1074-1542 http://www.springerlink.com/content/c7v0813032305649/ 10.1007/s10870-009-9586-0
repository_type Digital Repository
institution_category Local University
institution International Islamic University Malaysia
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language English
description S,S′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine (SNM4MA) was prepared by the condensation of S-napthalen-2-ylmethyldithiocarbazate (SNMDTC) and 4-methylacetophenone. Yellow needles of SNM4MA were obtained upon slow evaporation of a 50:50 mixture of acetonitrile and DMSO over a period of weeks. The compound crystallizes in the monoclinic system with the space group C 2/c and Z = 4. The unit cell parameters are a = 7.0221(2) Å, b = 22.8428(6) Å, c = 23.5127(6) Å with β = 94.0222(13)°. Single crystal X-ray analysis shows that the molecule has crystallographic two-fold rotational symmetry coincident with the S–S bond. The title compound exists as a trans–cis conformer in which the naphthalene group is trans with respect to the thione sulfur while the benzyl group adopts a cis geometry. 13C and 1H spectra confirm that the dimeric nature is retained in DMSO solution.
format Article
author How, Fiona Ni Foong
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
Watkins, David J.
spellingShingle How, Fiona Ni Foong
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
Watkins, David J.
Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
author_facet How, Fiona Ni Foong
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
Watkins, David J.
author_sort How, Fiona Ni Foong
title Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
title_short Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
title_full Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
title_fullStr Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
title_full_unstemmed Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
title_sort synthesis and structure determination of s,s′-(naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine
publisher SpringerLink
publishDate 2009
url http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/
http://irep.iium.edu.my/9860/1/fulltext.pdf
first_indexed 2023-09-18T20:19:27Z
last_indexed 2023-09-18T20:19:27Z
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