Bis(trimethylsilyl) sulfide
- CAS No.
- 3385-94-2
- Chemical Name:
- Bis(trimethylsilyl) sulfide
- Synonyms
- HEXAMETHYLDISILATHIANE;1,1,1,3,3,3-HEXAMETHYLDISILATHIANE;Hexamethyldisilthian;DK269;athiane;NSC 252160;HEXAMETHYLDISILTHIANE;hexamethyl-disilathian;Disilthiane,hexamethyl-;Hexamethyldisilylthiane
- CBNumber:
- CB1387931
- Molecular Formula:
- C6H18SSi2
- Molecular Weight:
- 178.44
- MDL Number:
- MFCD00014851
- MOL File:
- 3385-94-2.mol
- MSDS File:
- SDS
| Boiling point | 164 °C(lit.) |
|---|---|
| Density | 0.846 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | 79 °F |
| storage temp. | Flammables area |
| solubility | Miscible with terahydrofuran and toluene. |
| form | Liquid |
| Specific Gravity | 0.851 |
| color | Colorless |
| Water Solubility | Soluble in tetrahydrofuran and toluene. Hydrolyzes in water. |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| Sensitive | Air Sensitive |
| BRN | 1740046 |
| Stability | store cold |
| InChI | 1S/C6H18SSi2/c1-8(2,3)7-9(4,5)6/h1-6H3 |
| InChIKey | RLECCBFNWDXKPK-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)S[Si](C)(C)C |
| CAS DataBase Reference | 3385-94-2(CAS DataBase Reference) |
| FDA UNII | AZ6L5QJY5H |
| EPA Substance Registry System | Disilathiane, hexamethyl- (3385-94-2) |
| UNSPSC Code | 12352103 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H226-H301+H311+H331 | |||||||||
| Precautionary statements | P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311 | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 10-23/24/25 | |||||||||
| Safety Statements | 36/37/39-45 | |||||||||
| RIDADR | UN 1993 3/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10-13-21 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29319090 | |||||||||
| Storage Class | 3 - Flammable liquids | |||||||||
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Flam. Liq. 3 |
|||||||||
| NFPA 704 |
|
Bis(trimethylsilyl) sulfide price More Price(26)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 283134 | Hexamethyldisilathiane synthesis grade | 3385-94-2 | 1g | $45.8 | 2026-04-30 | Buy |
| Sigma-Aldrich | 283134 | Hexamethyldisilathiane synthesis grade | 3385-94-2 | 5g | $143 | 2026-04-30 | Buy |
| TCI Chemical | H0871 | Bis(trimethylsilyl) Sulfide >97.0%(GC) | 3385-94-2 | 5g | $129 | 2026-04-30 | Buy |
| TCI Chemical | H0871 | Bis(trimethylsilyl) Sulfide >97.0%(GC) | 3385-94-2 | 25g | $464 | 2026-04-30 | Buy |
| Strem Chemicals | 14-1015 | Bis(trimethylsilyl)sulfide, min. 98% min.98% | 3385-94-2 | 1g | $56 | 2026-04-30 | Buy |
Bis(trimethylsilyl) sulfide Chemical Properties, Uses, Production
Synthesis
Bis(trimethylsilyl)sulfide can be prepared in one step from Li₂S and TMS chloride. The specific steps are as follows: TMS chloride (50.8 mL, 0.40 mol) is added to a magnetically stirred suspension of anhydrous Li₂S (9.19 g, 0.20 mol) in anhydrous THF (40 mL). The mixture is stirred under dry argon for 25 hours. GC analysis of aliquots of the supernatant at this time shows bis(trimethylsilyl)sulfide (87%), siloxane (4.1%), and unreacted TMS chloride (9.2%). A small Vigreaux column with a vacuum jacket is fitted to the reaction flask, and THF is removed by distillation under argon. The pressure is then reduced, and after a short pre-distillation, the bis(trimethylsilyl)sulfide is collected as a clear, colorless liquid (29.7 g, 83%).
Chemical Properties
clear colorless to slightly yellow liquid
Physical properties
bp 164°C; d 0.846 g cm3.
Uses
Bis(trimethylsilyl) sulfide (TMS2S) is used
to reduce aromatic nitro groups to amines and the oxides of sulfur,
selenium, and tellurium. Conditions for nitro group reduction
(eq 1) are forcing; however, yields are good. Reactions of TMS2S
with primary aliphatic nitro groups result in the formation of
the thiohydroxamic acids (eq 2) which can be isolated or carried
further to the nitrile. Secondary alkyl nitro derivatives provide oximes. Sulfoxides are reduced to sulfides, selenoxides to selenides,
and telluroxides to tellurides. Conditions are mild and
work well on both the aliphatic and aromatic oxides.
Uses
Bis(trimethylsilyl)sulfide is used as a silylating agent in the synthesis of pseudohalides, trifluoroacetate and tetramethylsilyl halides. It is used in the transformation of oxides and chlorides into corresponding sulfides. It is also used in the preparation of dimethyltrisulfane as well as thiones from aldehydes and ketones. Further, it is used as a reducing agent to reduce aromatic nitro compounds to amines.
Uses
Hexamethyldisilathiane may be used in the bis-O-demethylation of dimethoxy aromatic compounds.
It may also be used as a sulfur source in the following conversion:
- Amides and lactams to their corresponding sulfur analogs.
- Allyl alcohols to diallyl sulfides.
- Transition metal halides to metal sulfides.
- Aryl iodides to diaryl sulfides.
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.]
Bis(trimethylsilyl) sulfide Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 |
View Latest Price from Bis(trimethylsilyl) sulfide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | BIS(TRIMETHYLSILYL) SULFIDE
3385-94-2
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd.
|
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 |
2024-07-20 | BIS(TRIMETHYLSILYL) SULFIDE
3385-94-2
|
$1.00 | 1Kg | 98% | 20T | Shaanxi Dideu Medichem Co. Ltd | |
 |
2019-12-29 | bis(trimethylsilyl) sulfide
3385-94-2
|
$1.00 | 1g | Min98% HPLC | Career Henan Chemical Co |
-
- BIS(TRIMETHYLSILYL) SULFIDE
3385-94-2
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- BIS(TRIMETHYLSILYL) SULFIDE
3385-94-2
- $1.00
- 98%
- Shaanxi Dideu Medichem Co. Ltd
-
- bis(trimethylsilyl) sulfide
3385-94-2
- $1.00
- Min98% HPLC
- Career Henan Chemical Co
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