1,4,7-Trithiacyclononane

changed changed 477205778 1,4,7-Trithiacyclononane.svg 130 1,4,7-Trithiacyclononane-3D-balls.png 160 1,4,7-Trithiacyclononane molecule 1,4,7-Trithionane 1,4,7-Trithiacyclononane, Triethylene trisulfide, 9-ane-S3, [9]aneS3 correct CAS 6573-11-1 correct FDA UD7TP2TQQ7 correct EBI 37418 1965619 correct chemspider 331656 621-680-0 373835 1/C6H12S3/c1-2-8-5-6-9-4-3-7-1/h1-6H2 PQNPKQVPJAHPSB-UHFFFAOYAS S1CCSCCSCC1 correct chemspider 1S/C6H12S3/c1-2-8-5-6-9-4-3-7-1/h1-6H2 correct chemspider PQNPKQVPJAHPSB-UHFFFAOYSA-N C1CSCCSCCS1 C6H12S3 180.35 g/mol Colourless solid 78 to 81 decomposes Insoluble Chlorocarbons, acetone Toxic 07 Warning 315 319 335 261 264 271 280 302+352 304+340 305+351+338 312 321 332+313 337+313 362 403+233 405 501 Thiirane, 1,3,5-Trithiane, 1,4,7-Triazacyclononane 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. 9-ane-S3 forms complexes with many metal ions, including those considered hard, such as copper(II) and iron(II).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) 10.1021/ic00269a028 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,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 10.1021/jo00435a030 and the current synthesis entails the assembly within the coordination sphere of a metal ion followed by decomplexation:Sellmann, D. Zapf, L. 1984 Simple Route to 1,4,7-Trithiacyclononane Angewandte Chemie 96 10 799–800 10.1002/ange.19840961019 500px References Category:Chelating agents Category:Sulfur heterocycles Category:Thioethers Category:Macrocycles Category:Nine-membered rings