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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| Format: | Article |
| Language: | English |
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SpringerLink
2009
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| Online Access: | http://irep.iium.edu.my/9860/ http://irep.iium.edu.my/9860/1/fulltext.pdf |
| _version_ | 1848777165344079872 |
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| author | How, Fiona Ni Foong Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Watkins, David J. |
| author_facet | How, Fiona Ni Foong Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Watkins, David J. |
| author_sort | How, Fiona Ni Foong |
| building | IIUM Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-14T14:41:39Z |
| format | Article |
| id | iium-9860 |
| institution | International Islamic University Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T14:41:39Z |
| publishDate | 2009 |
| publisher | SpringerLink |
| recordtype | eprints |
| repository_type | Digital Repository |
| 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 |
| 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 |
| title | 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_short | 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 |
| 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 |