Cas no 868-84-8 (S,S'-Dimethyl dithiocarbonate)

S,S'-Dimethyl dithiocarbonate is a sulfur-containing organic compound with the molecular formula C?H?S?. It is primarily utilized as an intermediate in organic synthesis and as a vulcanization accelerator in rubber production. The compound’s key advantages include its ability to enhance cross-linking efficiency in polymer systems, improving the mechanical properties of vulcanized rubber. Its reactivity with nucleophiles also makes it valuable in the synthesis of dithiocarbamate derivatives. The product exhibits moderate stability under standard conditions, facilitating handling and storage. Due to its sulfur-rich structure, it serves as a useful reagent in agrochemical and pharmaceutical applications, contributing to the development of sulfur-based functional molecules.
S,S'-Dimethyl dithiocarbonate structure
S,S'-Dimethyl dithiocarbonate structure
Product Name:S,S'-Dimethyl dithiocarbonate
CAS No:868-84-8
MF:C3H6OS2
MW:122.209138393402
MDL:MFCD00144163
CID:40095
PubChem ID:87568559
Update Time:2025-11-06

S,S'-Dimethyl dithiocarbonate Chemical and Physical Properties

Names and Identifiers

    • Dithiocarbonicaciddiethylester
    • CARBONODITHIOIC ACID S,S-DIMETHYL ESTER
    • DITHIOCARBONIC ACID S,S'-DIMETHYL ESTER
    • S S-DIMETHYL DITHIOCARBONATE
    • S,S'-DIMETHYL DITHIOCARBONATE
    • Dimethyldithiocarboxylicacid
    • DIMETHYLDITHIO CARBONATE
    • Dimethyl dithiocarboxylate
    • Bis(methylthio) ketone
    • bis(methylsulfanyl)methanone
    • S,S-Dimethyl dithiocarbonate
    • S,S-dimethyl carbonodithioate
    • Dithiocarbonic Acid S,S-Dimethyl Ester
    • IUXMJLLWUTWQFX-UHFFFAOYSA-N
    • S,S?-Dimethyl dithiocarbonate
    • methylthio ketone
    • Carbonodithioic acid, S,S-dimethyl ester
    • bis(methylthio)methanone
    • Carbonic acid, dithio-, S,S-dimethyl ester
    • S,S inverted exclamation marka-Dimethyl
    • Carbonic acid, dithio-, S,S-dimethyl ester (6CI, 7CI, 8CI)
    • Dithiocarbonic acid S,S′-dimethyl ester
    • NSC 227849
    • S,S′-Dimethyldithiocarbonate
    • NSC-227849
    • BDBM50549991
    • SCHEMBL41116
    • D89996
    • AS-61825
    • Carbonodithioic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S'-Dimethyl Ester; NSC 227849
    • NS00003880
    • 868-84-8
    • S,S'-Dimethyl dithiocarbonate, 97%
    • MFCD00144163
    • NSC227849
    • 3VA2L63KTH
    • InChI=1/C3H6OS2/c1-5-3(4)6-2/h1-2H3
    • EC 617-931-9
    • Carbonic acid, S,S-dimethyl ester
    • CHEMBL4796378
    • DTXSID20310491
    • A841870
    • IUXMJLLWUTWQFX-UHFFFAOYSA-
    • D2114
    • starbld0016678
    • Carbonodithioic acid,S-dimethyl ester
    • S,S inverted exclamation marka-Dimethyl dithiocarbonate
    • AKOS015852527
    • s,s-dimethyldithiocarbonate
    • S,S'-Dimethyl dithiocarbonate
    • MDL: MFCD00144163
    • Inchi: 1S/C3H6OS2/c1-5-3(4)6-2/h1-2H3
    • InChI Key: IUXMJLLWUTWQFX-UHFFFAOYSA-N
    • SMILES: O=C(SC)SC

Computed Properties

  • Exact Mass: 121.98600
  • Monoisotopic Mass: 121.986
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 2
  • Complexity: 46.8
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 67.7
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.6

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.1705?g/mL?at 25?°C
  • Boiling Point: 169°C(lit.)
  • Flash Point: 144 oF
  • Refractive Index: n20/D 1.5485
  • PSA: 67.67000
  • LogP: 1.83240
  • Solubility: Not determined

S,S'-Dimethyl dithiocarbonate Security Information

S,S'-Dimethyl dithiocarbonate Customs Data

  • HS CODE:2930902000
  • Customs Data:

    China Customs Code:

    2930902000

    Overview:

    2930902000. Dithiocarbonate(Or salt). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930902000. other dithiocarbonates (xanthates). VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

S,S'-Dimethyl dithiocarbonate Pricemore >>

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S,S'-Dimethyl dithiocarbonate Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: 4-Dimethylaminopyridine N-oxide Solvents: DMSO-d6
Reference
4-(Dimethylamino)pyridine N-oxide as an excellent catalyst for thione to thiol rearrangement of xanthates
Harano, Kazunobu; et al, Heterocycles, 1988, 27(10), 2327-30

Production Method 2

Reaction Conditions
Reference
A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids
Barany, George; et al, Journal of Organic Chemistry, 1983, 48(24), 4750-61

Production Method 3

Reaction Conditions
Reference
Phase-transfer synthesis of symmetrical S,S-dialkyl dithiocarbonates via O-methyl S-alkyl dithiocarbonates
Degani, Iacopo; et al, Synthesis, 1980, (5), 375-8

Production Method 4

Reaction Conditions
1.1 Catalysts: Pyridine N-oxide
Reference
Catalytic rearrangement of O,S-dialkyl dithiocarbonates to S,S-dialkyl dithiocarbonates by pyridine N-oxides. The reaction mechanism
Harano, Kazunobu; et al, Chemical & Pharmaceutical Bulletin, 1989, 37(3), 576-81

Production Method 5

Reaction Conditions
1.1 Catalysts: Pyridine N-oxide
Reference
Pyridine N-oxides as catalysts for thione-thiol rearrangement
Harano, Kazunobu; et al, Heterocycles, 1987, 26(10), 2583-6

Production Method 6

Reaction Conditions
1.1 Reagents: Sulfur Solvents: Toluene ;  2 h, rt → reflux; reflux → 0 °C
1.2 Solvents: Dichloromethane ;  1 h, 0 °C; 1 h, rt
1.3 Reagents: Hydrochloric acid ,  Water ,  Ammonium chloride Solvents: Water ;  0 °C
Reference
Identification and biosynthesis of tropone derivatives and sulfur volatiles produced by bacteria of the marine Roseobacter clade
Thiel, Verena; et al, Organic & Biomolecular Chemistry, 2010, 8(1), 234-246

Production Method 7

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water
Reference
The properties of the sulfonyl group. XVII. Cleavage of bis(methylmercapto)bis(methylsulfonyl)methane
Backer, H. J., Recueil des Travaux Chimiques des Pays-Bas et de la Belgique, 1951, 70, 260-8

Production Method 8

Reaction Conditions
Reference
A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids
Barany, George; et al, Journal of Organic Chemistry, 1983, 48(24), 4750-61

Production Method 9

Reaction Conditions
Reference
Synthesis of O-phenylthiocarbonates
Chanyshev, N. T.; et al, Osn. Organ. Sintez i Neftekhimiya, 1989, (25), 148-60

Production Method 10

Reaction Conditions
Reference
A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids
Barany, George; et al, Journal of Organic Chemistry, 1983, 48(24), 4750-61

Production Method 11

Reaction Conditions
Reference
A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids
Barany, George; et al, Journal of Organic Chemistry, 1983, 48(24), 4750-61

S,S'-Dimethyl dithiocarbonate Raw materials

S,S'-Dimethyl dithiocarbonate Preparation Products

S,S'-Dimethyl dithiocarbonate Related Literature

Additional information on S,S'-Dimethyl dithiocarbonate

Comprehensive Guide to S,S'-Dimethyl dithiocarbonate (CAS No. 868-84-8): Properties, Applications, and Market Insights

S,S'-Dimethyl dithiocarbonate (CAS No. 868-84-8) is an organosulfur compound with the molecular formula C3H6OS2. This versatile chemical is widely recognized for its role in organic synthesis and industrial applications. Its unique structure, featuring a dithiocarbonate functional group, makes it valuable in various chemical reactions, particularly as a reagent or intermediate. Researchers and industry professionals often search for terms like "S,S'-Dimethyl dithiocarbonate uses" or "CAS 868-84-8 properties", reflecting the growing interest in this compound.

The compound appears as a colorless to pale yellow liquid with a characteristic odor. It has a molecular weight of 122.21 g/mol and a boiling point of approximately 180-182°C. One of its key features is its solubility in organic solvents like ethanol, acetone, and ether, while being sparingly soluble in water. These physicochemical properties make S,S'-Dimethyl dithiocarbonate particularly useful in specialized chemical processes where controlled reactivity is required.

In recent years, the applications of S,S'-Dimethyl dithiocarbonate have expanded significantly. It serves as an important building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Many researchers are investigating its potential as a green chemistry alternative in certain reactions, aligning with current trends toward sustainable chemical processes. Questions like "Is S,S'-Dimethyl dithiocarbonate biodegradable?" or "eco-friendly applications of dithiocarbonates" are becoming increasingly common in scientific literature and online searches.

The compound's mechanism of action typically involves its ability to transfer the methyl dithiocarbonate group to other molecules. This property makes it valuable in cross-coupling reactions and as a protecting group in complex organic syntheses. Recent studies have explored its use in polymer chemistry, particularly in the modification of polymer chains to impart specific characteristics. The growing interest in functional materials has led to more searches for "dithiocarbonate-modified polymers" and "CAS 868-84-8 in material science".

From a commercial perspective, S,S'-Dimethyl dithiocarbonate is available from specialty chemical suppliers worldwide. The global market for this compound has shown steady growth, driven by increasing demand from the pharmaceutical and agrochemical sectors. Quality specifications typically require a purity of ≥95%, with some high-grade versions reaching 98-99% purity for sensitive applications. Current market trends show particular interest in high-purity S,S'-Dimethyl dithiocarbonate for research and development purposes.

Safety considerations for handling S,S'-Dimethyl dithiocarbonate include standard laboratory precautions. While not classified as highly hazardous, proper ventilation and personal protective equipment are recommended when working with this compound. Researchers often search for "S,S'-Dimethyl dithiocarbonate safety data" or "CAS 868-84-8 handling guidelines", reflecting the importance of safety information in chemical operations.

Analytical methods for S,S'-Dimethyl dithiocarbonate typically involve gas chromatography (GC) or high-performance liquid chromatography (HPLC). Spectroscopic techniques like NMR and IR are also commonly used for identification and purity assessment. The compound shows characteristic peaks in these analyses that help distinguish it from similar substances. These analytical aspects are particularly important for quality control in industrial applications.

Looking toward the future, research on S,S'-Dimethyl dithiocarbonate continues to explore novel applications. Recent studies have investigated its potential in catalytic systems and as a precursor for more complex sulfur-containing compounds. The development of more efficient synthesis methods for this compound remains an active area of research, with many scientists searching for "improved synthesis of S,S'-Dimethyl dithiocarbonate" or "CAS 868-84-8 production optimization".

For those working with S,S'-Dimethyl dithiocarbonate, proper storage conditions are essential to maintain its stability. The compound should be kept in tightly sealed containers under inert atmosphere at cool temperatures, protected from moisture and light. These storage requirements are similar to those for many reactive organosulfur compounds and are crucial for maintaining product quality over time.

In conclusion, S,S'-Dimethyl dithiocarbonate (CAS No. 868-84-8) represents an important chemical with diverse applications in organic synthesis and industrial chemistry. Its unique properties continue to attract research interest, particularly in developing more sustainable chemical processes and advanced materials. As the chemical industry evolves, compounds like S,S'-Dimethyl dithiocarbonate will likely play increasingly important roles in both traditional and emerging applications.

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