Cyclohexanehexathione is a cyclic

covalent compound A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs. The stable balance of attractive and repulsive forces between atoms ...

consisting of a six-

carbon Carbon () is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent—its atom making four electrons available to form covalent chemical bonds. It belongs to group 14 of the periodic table. Carbon mak ...

ring with a sulfur bonded to each. It has been generated by neutralization of its mono

anion An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by conve ...

() in a

mass spectrometer Mass spectrometry (MS) is an analytical technique that is used to measure the mass-to-charge ratio of ions. The results are presented as a '' mass spectrum'', a plot of intensity as a function of the mass-to-charge ratio. Mass spectrometry is us ...

. This compound is the

thioketone In organic chemistry, thioketones (; also known as thiones or thiocarbonyls) are organosulfur compounds related to conventional ketones in which the oxygen has been replaced by a sulfur. Instead of a structure of , thioketones have the structure ...

analog of cyclohexanehexone; that oxygen variant is expected to be substantially less stable. Synthesis of by photolysis or

pyrolysis The pyrolysis (or devolatilization) process is the thermal decomposition of materials at elevated temperatures, often in an inert atmosphere. It involves a change of chemical composition. The word is coined from the Greek-derived elements ''py ...

to extrude three equivalents of

carbon monoxide Carbon monoxide (chemical formula CO) is a colorless, poisonous, odorless, tasteless, flammable gas that is slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the simple ...

from a precursor containing adjacent pairs of sulfurs as cyclic

dithiocarbonate Thiocarbonate describes a family of anions with the general chemical formula (''x'' = 0, 1, or 2): *for ''x'' = 2 it is monothiocarbonate ion *for ''x'' = 1 it is dithiocarbonate ion *for ''x'' = 0 it is trithiocarbonate ion Like the carbonate d ...

units gave what is more likely a different

valence isomer In organic chemistry, two molecules are valence isomers when they are constitutional isomers that can interconvert through pericyclic reactions. Benzene There are many valence isomers one can draw for the C6H6 formula benzene. Some were originally ...

, as various

dithiete Dithiete is an unsaturated heterocyclic compound that contains two adjacent sulfur atoms and two sp2-hybridized carbon centers. Derivatives are known collectively as dithietes or 1,2-dithietes. With 6 π electrons, 1,2-dithietes are examples of ...

-containing structures are predicted to be more stable than the hexathione form. : This theoretical analysis of the various isomers and experimental analysis of this reaction cast doubt on whether the mass spectrometric approach really did produce the hexathione isomer as originally claimed. The increased stability of dithietes as compared to

dioxetane A dioxetane or dioxacyclobutane is an organic compound with formula C2O2H4, whose backbone is a four-membered ring of two oxygen atoms and two carbon atoms. There are two isomers: * 1,2-dioxetane where the oxygen atoms are adjacent. * 1,3-dioxeta ...

-like rings is one of theoretical bases for proposing is more stable than the oxygen analog.

References

{{chem-stub Inorganic carbon compounds Inorganic sulfur compounds Thioketones