Trithioacetone

Trithioacetone
Names
Preferred IUPAC name
Hexamethyl-1,3,5-trithiane
Other names
Trithioacetone
Identifiers
3D model (JSmol)
5-19-09-00119
ChEMBL
ChemSpider
ECHA InfoCard 100.011.438
EC Number
  • 212-582-5
UNII
  • InChI=1S/C9H18S3/c1-7(2)10-8(3,4)12-9(5,6)11-7/h1-6H3
    Key: NBNWHQAWKFYFKI-UHFFFAOYSA-N
  • C1(SC(SC(S1)(C)C)(C)C)(C)C
Properties
C9H18S3
Molar mass 222.42 g·mol−1
Odor Unpleasant, sulfurous
Density 1.0660 to 1.0700 g/mL
Melting point 21.8°C
Boiling point 107°C/10mmHg
1.5390 to 1.5430
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trithioacetone (2,2,4,4,6,6-hexamethyl-1,3,5-trithiane) is an organic chemical with formula C
9
H
18
S
3
. Its covalent structure is [–C(CH
3
)
2
–S–]
3
, that is, a six-membered ring of alternating carbon and sulfur atoms, with two methyl groups attached to each carbon. It can be viewed as a derivative of 1,3,5-trithiane, with methyl-group substituents for all of the hydrogen atoms in that parent structure.

The compound Trithioacetone is a stable cyclic trimer of thioacetone (propane-2-thione), which by itself is an unstable compound. In contrast, the analogous trioxane compound, 2,2,4,4,6,6-hexamethyl-1,3,5-trioxane (Triacetone), with oxygen atoms in place of the sulfur atoms, seems to be unstable, while its corresponding monomer acetone (2-propanone) is stable.