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397180

Sigma-Aldrich

Dimethyl trithiocarbonate

98%

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About This Item

Linear Formula:
(CH3S)2CS
CAS Number:
Molecular Weight:
138.27
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.675 (lit.)

bp

101-102 °C/12 mmHg (lit.)

mp

−3 °C (lit.)

density

1.254 g/mL at 25 °C (lit.)

SMILES string

CSC(=S)SC

InChI

1S/C3H6S3/c1-5-3(4)6-2/h1-2H3

InChI key

IQWMXKTYXNMSLC-UHFFFAOYSA-N

Application

Dimethyl trithiocarbonate may be used in the following studies:
  • Preparation of methyl-β,β′-dicarbonyldithiocarboxylate derivatives.
  • Generation of tris(organothiyl)methyl radicals and these radicals were evaluated using EPR spectroscopy.
  • Preparation of β-oxodithiocarboxylates.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

206.6 °F - closed cup

Flash Point(C)

97 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A New Application of Dimethyl Trithiocarbonate. Methylthiothiocarbonylation of 2, 4-Pentanedione and Some β-Oxoesters.
Oliva A, et al.
Synthetic Communications, 28(18), 3381-3386 (1998)
Gas-Phase Thermolysis, 14. On the Isomerization of Dimethyl Carbonate and Its Mono-, Di-, and Trithio Analogs.
Egsgaard H, et al.
Chemische Berichte, 124(5), 1265-1270 (1999)
A facile method for the synthesis of substituted 2-ylidene-1, 3-oxathioles from acetophenones.
Samuel R, et al.
Tetrahedron Letters, 48(47), 8376-8378 (2007)
An electron paramagnetic resonance study of free-radical additions to trithiocarbonates and of the formation and destruction of tetrathiafulvalene by free-radical processes.
Forrest D and Ingold KU.
Journal of the American Chemical Society, 100(12), 3868-3873 (1978)
Dirk Stueber et al.
Solid state nuclear magnetic resonance, 22(4), 439-457 (2003-01-24)
The 13C chemical shift tensor principal values for the trigonal carbonate and thiocarbonate carbon atoms in the dialkyl carbonates, dimethyl carbonate, ethylene carbonate, and diphenyl carbonate, and in the trithiocarbonates, ethylene trithiocarbonate and dimethyl trithiocarbonate, respectively, were measured in various

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