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3385-94-2 Usage


Bis(trimethylsilyl) sulfide, also known as hexamethyldisilathiane, is an organosulfur compound with the chemical formula (CH3)3Si-S-Si(CH3)3. It is a colorless liquid with a mild, non-irritating odor and is soluble in organic solvents. BIS(TRIMETHYLSILYL) SULFIDE is known for its reactivity and is widely used in various chemical reactions as a silylating agent, reducing agent, and sulfur source.


Used in Organic Synthesis:
Bis(trimethylsilyl) sulfide is used as a silylating agent in the synthesis of pseudohalides, trifluoroacetate, and tetramethylsilyl halides. It is also used in the transformation of oxides and chlorides into corresponding sulfides, which is crucial for the synthesis of various organic compounds.
Used in the Preparation of Dimethyltrisulfane and Thiones:
Bis(trimethylsilyl) sulfide is used in the preparation of dimethyltrisulfane, a compound used as a vulcanizing agent for rubber and as a flotation agent in the mining industry. Additionally, it is used in the preparation of thiones from aldehydes and ketones, which are important intermediates in organic synthesis.
Used as a Reducing Agent:
Bis(trimethylsilyl) sulfide serves as a reducing agent to reduce aromatic nitro compounds to amines, which are essential building blocks in the synthesis of various pharmaceuticals, dyes, and other organic compounds.
Used in Bis-O-Demethylation:
Hexamethyldisilathiane, another name for bis(trimethylsilyl) sulfide, may be used in the bis-O-demethylation of dimethoxy aromatic compounds, which is an important reaction in the synthesis of various organic compounds.
Used as a Sulfur Source:
Bis(trimethylsilyl) sulfide may be used as a sulfur source in the conversion of amides and lactams to their corresponding sulfur analogs, allyl alcohols to diallyl sulfides, transition metal halides to metal sulfides, and aryl iodides to diaryl sulfides. These conversions are crucial for the synthesis of various sulfur-containing compounds and materials.
Used in Reduction of Oxides:
Bis(trimethylsilyl) sulfide (TMS2S) is used to reduce aromatic nitro groups to amines and the oxides of sulfur, selenium, and tellurium. The conditions for nitro group reduction are forcing, but yields are good. BIS(TRIMETHYLSILYL) SULFIDE is also effective in reducing sulfoxides to sulfides, selenoxides to selenides, and telluroxides to tellurides, with mild conditions that work well on both aliphatic and aromatic oxides.

Purification Methods

Dissolve it in pet ether (b ca 40o), remove the solvent and distil it. Redistil it under atmospheric pressure of dry N2. It is collected as a colourless liquid which solidifies to a white solid in Dry-ice. On standing for several days it turns yellow possibly due to liberation of sulfur. Store it below 4o under dry N2. [Eaborn J Chem Soc 3077 1950, Beilstein 4 IV 4033.]

Check Digit Verification of cas no

The CAS Registry Mumber 3385-94-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,8 and 5 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3385-94:
102 % 10 = 2
So 3385-94-2 is a valid CAS Registry Number.

3385-94-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (H0871)  Bis(trimethylsilyl) Sulfide  >97.0%(GC)

  • 3385-94-2

  • 5g

  • 1,310.00CNY

  • Detail
  • TCI America

  • (H0871)  Bis(trimethylsilyl) Sulfide  >97.0%(GC)

  • 3385-94-2

  • 25g

  • 4,640.00CNY

  • Detail
  • Alfa Aesar

  • (39556)  Bis(trimethylsilyl)sulfide, 98%   

  • 3385-94-2

  • 1g

  • 600.0CNY

  • Detail
  • Alfa Aesar

  • (39556)  Bis(trimethylsilyl)sulfide, 98%   

  • 3385-94-2

  • 5g

  • 2385.0CNY

  • Detail
  • Alfa Aesar

  • (44818)  Bis(trimethylsilyl)sulfide, tech.   

  • 3385-94-2

  • 1g

  • 448.0CNY

  • Detail
  • Alfa Aesar

  • (44818)  Bis(trimethylsilyl)sulfide, tech.   

  • 3385-94-2

  • 5g

  • 2178.0CNY

  • Detail
  • Aldrich

  • (283134)  Hexamethyldisilathiane  synthesis grade

  • 3385-94-2

  • 283134-1G

  • 322.92CNY

  • Detail
  • Aldrich

  • (283134)  Hexamethyldisilathiane  synthesis grade

  • 3385-94-2

  • 283134-5G

  • 1,232.01CNY

  • Detail
  • Aldrich

  • (283134)  Hexamethyldisilathiane  synthesis grade

  • 3385-94-2

  • 283134-25G

  • 6,756.75CNY

  • Detail



According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017


1.1 GHS Product identifier

Product name trimethyl(trimethylsilylsulfanyl)silane

1.2 Other means of identification

Product number -
Other names Disilathiane,hexamethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3385-94-2 SDS

3385-94-2Relevant articles and documents

Methods for preparation of disilathianes

Curphey, Thomas J.

, p. 123 - 142 (2001)

Several literature methods for preparation of disilathianes were reexamined and new procedures were developed. Two methods especially useful for the preparation of hexamethyldisilathiane were the reaction between lithium metal, sulfur, and TMS chloride in THF, and the reaction between Li2S and TMS chloride in THF at room temperature. These two procedures may also be used to prepare other hexaalkyldisilathianes. Other methods investigated for the preparation of hexamethyldisilathiane included (a) reaction between commercial anhydrous Na2S and TMS chloride in N,N'-dimethylpropyleneurea or HMPA, (b) production of a highly-reactive Na2S by reaction between sodium dispersion and sulfur, followed by reaction with TMS chloride in THF at room temperature, and (c) reaction between sulfur, NaH, and TMS chloride in N,N'-dimethylpropyleneurea.


, p. 721 (1976)

Preparation method of hexamethyl disilicon sulfide


Paragraph 0005; 0026-0064, (2021/06/13)

The invention discloses a preparation method of hexamethyl disilicon sulfide, wherein the preparation method comprises the following preparation steps: (1) introducing inert gas into a 3000 mL four-mouth flask, adding bulk metal lithium and anhydrous tetrahydrofuran, and reacting; (2) adding sublimed sulfur powder in batches for reaction; (3) after the addition of the sulfur powder is completed, slowly dropwise adding 1270 mL of trimethylchlorosilane for reaction; and (4) after dropwise adding is finished, keeping the temperature at 35-50 DEG C, continuously reacting for 2-4 hours, raising the temperature, carrying out atmospheric distillation to remove a solvent, carrying out reduced pressure distillation to obtain a product with the purity of 90%, collecting the product, and further rectifying to obtain a qualified product with the purity of more than 98%. According to the technical scheme disclosed by the invention, the hexamethyl disilicon sulfide preparation method which is energy-saving, environment-friendly and simple and convenient to operate is realized.

Facile Construction of Yttrium Pentasulfides from Yttrium Alkyl Precursors: Synthesis, Mechanism, and Reactivity

Zhang, Fangjun,Zhang, Jie,Zhou, Xigeng

, p. 2070 - 2077 (2017/02/26)

Treatment of the yttrium dialkyl complex TpMe2Y(CH2Ph)2(THF) (TpMe2 = tri(3,5 dimethylpyrazolyl)borate, THF = tetrahydrofuran) with S8 in a 1:1 molar ratio in THF at room temperature afforded a yttrium pentasulfide TpMe2Y(κ4-S5) (THF) (1) in 93% yield. The yttrium monoalkyl complex TpMe2CpYCH2Ph(THF) reacted with S8 in a 1:0.5 molar ratio under the same conditions to give another yttrium pentasulfide [(TpMe2)2Y]+[Cp2Y(κ4-S5)]? (10) in low yield. Further investigations indicated that the S52- anion facilely turned into the corresponding thioethers or organic disulfides, and released the redundant S8, when it reacted with some electrophilic reagents. The mechanism for the formation of the S52- ligand has been investigated by the controlling of the reaction stoichiometric ratios and the stepwise reactions.

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