1,4,7-Trithiacyclononane

1,4,7-Trithiacyclononane

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IUPAC name 1,4,7-Trithionane
Other names 1,4,7-Trithiacyclononane, Triethylene trisulfide, 9-ane-S3, [9]aneS₃
Identifiers
CAS number	6573-11-1^Y
PubChem	373835
ChemSpider	331656^Y
ChEBI	CHEBI:37418 ^Y
Jmol-3D images	Image 2
SMILES C1CSCCSCCS1 S1CCSCCSCC1
InChI InChI=1S/C6H12S3/c1-2-8-5-6-9-4-3-7-1/h1-6H2 ^Y Key: PQNPKQVPJAHPSB-UHFFFAOYSA-N ^Y InChI=1/C6H12S3/c1-2-8-5-6-9-4-3-7-1/h1-6H2 Key: PQNPKQVPJAHPSB-UHFFFAOYAS
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
Hazards
R-phrases	R36/37/38
S-phrases	S26, S36
Main hazards	Toxic (T)
Related compounds
Related compounds	Thiirane, 1,3,5-Trithiane, Triazacylononane
Y (verify) (what is: Y/N?) 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.

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]

References

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1,4,7-Trithiacyclononane