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Trithioacetone information


Trithioacetone
Names
Preferred IUPAC name
Hexamethyl-1,3,5-trithiane
Other names
Trithioacetone[1]
Identifiers
CAS Number
  • 828-26-2
3D model (JSmol)
  • Interactive image
Beilstein Reference
5-19-09-00119
ChEMBL
  • ChEMBL3187896
ChemSpider
  • 12678
ECHA InfoCard 100.011.438 Edit this at Wikidata
EC Number
  • 212-582-5
PubChem CID
  • 13233
UNII
  • L0ME5B2ZWY
CompTox Dashboard (EPA)
  • DTXSID2047723
InChI
  • InChI=1S/C9H18S3/c1-7(2)10-8(3,4)12-9(5,6)11-7/h1-6H3
    Key: NBNWHQAWKFYFKI-UHFFFAOYSA-N
SMILES
  • C1(SC(SC(S1)(C)C)(C)C)(C)C
Properties
Chemical formula
C9H18S3
Molar mass 222.42 g·mol−1
Density 1.0660 to 1.0700 g/mL[2]
Melting point 21.8°C[3]
Boiling point 107°C/10mmHg[2]
Refractive index (nD)
1.5390 to 1.5430[2]
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H335
Precautionary statements
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.[4][2] 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.[5][6] 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.

  1. ^ Cite error: The named reference nih2020 was invoked but never defined (see the help page).
  2. ^ a b c d Cite error: The named reference tcicat was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference pubchem was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference bres2009 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference lips1970 was invoked but never defined (see the help page).
  6. ^ Cite error: The named reference shar1979 was invoked but never defined (see the help page).

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Trithioacetone

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Trithioacetone (2,2,4,4,6,6-hexamethyl-1,3,5-trithiane) is an organic chemical with formula C 9H 18S 3. Its covalent structure is [–C(CH 3) 2–S–] 3, that...

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−20 °C (−4 °F), thioacetone readily converts to a polymer and a trimer, trithioacetone. It has an extremely potent, unpleasant odor, and is considered one...

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Acetone

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analogous to the formation of paraformaldehyde from formaldehyde, and of trithioacetone from thioacetone. In 1960, Soviet chemists observed that the thermodynamics...

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