1,4,7-Trithiacyclononane
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.
 | |
 | |
| Names | |
|---|---|
| IUPAC name
1,4,7-Trithionane | |
| Other names
1,4,7-Trithiacyclononane, Triethylene trisulfide, 9-ane-S3, [9]aneS3 | |
| Identifiers | |
3D model (JSmol) |
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.150.510 |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| 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 | |
| Main hazards | Toxic (T) |
| R-phrases (outdated) | R36/37/38 |
| S-phrases (outdated) | S26, S36 |
| 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). | |
  | |
| Infobox references | |
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]
gollark: It mostly doesn't happen unless the existing stuff is also very bad. I suspect it's also easier for somewhat purpose-specific instant messaging than for general social network stuff because the group which has to move with you is smaller and you don't have to migrate giant friend lists or something.
gollark: Even if better services *do* exist, people generally don't move to something they don't have stuff/people they know on.
gollark: Generally it requires the existing service to be really bad before people start moving.
gollark: Yes, privacy-focused stuff often lacks features. But even if someone came up with "Facebook but significantly better somehow", network effects mean adoption would be very slow.
gollark: Discord isn't ideal, but at least they seem to have a mostly non-data-harvesting business model and somewhat better privacy policy.
References
- Kueppers, H. J.; Wieghardt, K.; Nuber, B.; Weiss, J. W.; Bill, E.; 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 (22): 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 (15): 2644–2645. doi:10.1021/jo00435a030.
- Sellmann, D.; Zapf, L. (1984). "Simple Route to 1,4,7-Trithiacyclononane". Angewandte Chemie. 96 (10): 799–800(2). doi:10.1002/ange.19840961019.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.