1,1'-Ferrocenetrisulfide

1,1'-Ferrocenetrisulfide

Names
IUPAC name 1,2,3-Trithio[3]ferrocenophane
Other names 1,1'-trithiaferrocenophane
Identifiers
CAS Number	32677-78-4
3D model (JSmol)	Interactive image
ChemSpider	10157180 (charge error)
PubChem CID	11984680  (charge error)
InChI InChI=1S/C10H8S3.Fe/c1-2-6-9(5-1)11-13-12-10-7-3-4-8-10;/h1-8H;/q-2;+2 Key: CGYCAYDFUFZJRS-UHFFFAOYSA-N
SMILES [CH-]1C=CC=C1SSS[C-]2C=CC=C2.[Fe+2]
Properties
Chemical formula	C10H8FeS3
Molar mass	280.20 g·mol−1
Appearance	Yellow solid
Density	1.887 g/cm3 [1]
Melting point	149.5–150.5 °C (301.1–302.9 °F; 422.6–423.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,1'-Ferrocenetrisulfide is the organoiron compound with the formula Fe(C₅H₄S)₂S. A yellow solid, it is the simplest polysulfide derivative of ferrocene. It can be synthesized by treatment of dilithioferrocene with elemental sulfur. ^[2] Using proton NMR spectroscopy, the relatively slow conformational flexing of the trisulfide ring can be established.

Conformational equilibrium for ferrocene-1,1'-trisulfide.

References

1. Davis, Betty R.; Bernal, Ivan (1972). "Structure of a novel fluxional molecule: 1,2,3-trithia-[3]-ferrocenophane". Journal of Crystal and Molecular Structure. 2 (3): 107–114. Bibcode:1972JCCry...2..107D. doi:10.1007/BF01464791. S2CID   96187454.
2. Bishop, J.J.; Davison, A.; Katcher, M.L.; Lichtenberg, D.W.; Merrill, R.E.; Smart, J.C. (1971). "Symmetrically disubstituted ferrocenes". Journal of Organometallic Chemistry. 27 (2): 241–249. doi:10.1016/S0022-328X(00)80571-9.