1,4,7-Trithiacyclononane
Chemical compound
From Wikipedia, the free encyclopedia
1,4,7-Trithiacyclononane, also called 9-ane-S3, is the thia-crown ether with the formula (CH2CH2S)3. This cyclic thioether is most often encountered as a tridentate ligand in coordination chemistry, where it forms transition metal thioether complexes.
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| Names | |
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| Preferred IUPAC name
1,4,7-Trithionane | |
| Other names
1,4,7-Trithiacyclononane, Triethylene trisulfide, 9-ane-S3, [9]aneS3 | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.150.510 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H12S3 | |
| Molar mass | 180.35 g/mol |
| Appearance | Colourless solid |
| Melting point | 78 to 81 °C (172 to 178 °F; 351 to 354 K) |
| Boiling point | decomposes |
| Insoluble | |
| Solubility | Chlorocarbons, acetone |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards |
Toxic |
| GHS labelling: | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
| Related compounds | |
Related compounds |
Thiirane, 1,3,5-Trithiane, 1,4,7-Triazacyclononane |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. The point group of [M(9-ane-S3)2]2+ is S6.
Synthesis
This compound 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]
