1,4,7-Trithiacyclononane
From Self-sufficiency
| 1,4,7-Trithiacyclononane | |
|---|---|
| File:9-ane-S3.svg | |
| 1,4,7-Trithionane | |
| Other names 1,4,7-Trithiacyclononane, Triethylene trisulfide, 9-ane-S3, [9]aneS3 | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 6573-11-1 |
| PubChem | 373835 |
| ChEBI | 37418 |
| SMILES | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C6H12S3 |
| Molar mass | 180.35 g/mol |
| Appearance | Colourless solid |
| Melting point |
78 - 81 °C |
| Boiling point |
Decomp. |
| Solubility in water | Insoluble |
| Solubility | Chlorocarbons, acetone |
| style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
| R-phrases | R36/37/38 |
| S-phrases | S26, S36 |
| style="background: #F8EABA; text-align: center;" colspan="2" | Related compounds | |
| Related compounds | Thiirane, 1,3,5-Trithiane, Triazacylononane |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
1,4,7-Trithiacyclononane, also called 9-ane-S3, is the heterocyclic compound with the formula (CH2CH2S)3. This cyclic thioether is most often encountered as a tridentate ligand in coordination chemistry.
9-ane-S3 forms complexes with many metal ions, including those considered hard, such as copper(II) and iron(II).[1] Most of its complexes have the formula [M(9-ane-S3)2]2+ and are octahedral.
It was first reported in 1977,[2] and the current synthesis entails the assembly within the coordination sphere of a metal ion followed by decomplexation.[3]
References
- ↑ Kueppers, H. J.; Wieghardt, K.; Nuber, B.; Weiss, J. W.; Bill, E. and Trautwein, A. X. (1987). "Crown Thioether Chemistry of Iron(II/III). Synthesis and Characterization of Low-spin Bis(1,4,7-trithiacyclononane)iron(III) and crystal structure of [FeII([9]aneS3)([9]aneS3(O))](ClO4)2.2NaClO4.H2O". Inorganic Chemistry. 26: 3762–3769(8). doi:10.1021/ic00269a028.
- ↑ Gerber, D.; Chongsawangvirod, P.; Leung, A. K.; Ochrymowycz, L. A. (1977). "Synthesis of the Torsionally Strained Monocyclic Polythiaether 1,4,7-Trithiacyclononane". Journal of Organic Chemistry. 42: 2644–2645(2).
- ↑ Sellmann, D.; Zapf, L. (1984). "Simple Route to 1,4,7-Trithiacyclononane". Angewandte Chemie. 96: 799–800(2). doi:10.1002/ange.19840961019.
