| |||
Names | |||
---|---|---|---|
Preferred IUPAC name
Hexamethyldisilathiane | |||
Other names
Trimethyl[(trimethylsilyl)sulfanyl]silane
| |||
Identifiers | |||
3D model (
JSmol)
|
|||
1698358 | |||
ChemSpider | |||
ECHA InfoCard | 100.020.184 | ||
EC Number |
| ||
PubChem
CID
|
|||
UNII | |||
UN number | 1993 | ||
CompTox Dashboard (
EPA)
|
|||
| |||
| |||
Properties | |||
C6H18SSi2 | |||
Molar mass | 178.44 g·mol−1 | ||
Appearance | colourless liquid with foul odor | ||
Density | 0.846 g cm−3 | ||
Boiling point | 163 °C (325 °F; 436 K) | ||
hydrolyzes | |||
Solubility in other solvents | ethers such as
THF and arenes such as toluene [1] | ||
Refractive index (nD)
|
1.4586 | ||
Structure | |||
1.85 D | |||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards
|
Toxic | ||
GHS labelling: | |||
Danger | |||
H226, H301, H311, H331 [2] | |||
P261, P280, P301+P310, P311 [2] | |||
NFPA 704 (fire diamond) | |||
Safety data sheet (SDS) | "External MSDS" | ||
Related compounds | |||
Related compounds
|
B2S3, SiS2 | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Bis(trimethylsilyl) sulfide is the chemical compound with the formula ((CH3)3Si)2S. Often abbreviated ( tms)2S, this colourless, vile-smelling liquid is a useful aprotic source of "S2−" in chemical synthesis. [3]
The reagent is prepared by treating trimethylsilyl chloride with anhydrous sodium sulfide: [4]
((CH3)3Si)2S must be protected from air because it hydrolyzes readily:
Bis(trimethylsilyl)sulfide is a reagent for the conversion of metal oxides and chlorides into the corresponding sulfides. [5] This transformation exploits the affinity of silicon(IV) for oxygen and halides. An idealized reaction is:
In a similar way, it has been used in the conversion of aldehydes and ketones to the corresponding thiones. [6] [7]
((CH3)3Si)2S reacts exothermically with water, releasing toxic H2S.
| |||
Names | |||
---|---|---|---|
Preferred IUPAC name
Hexamethyldisilathiane | |||
Other names
Trimethyl[(trimethylsilyl)sulfanyl]silane
| |||
Identifiers | |||
3D model (
JSmol)
|
|||
1698358 | |||
ChemSpider | |||
ECHA InfoCard | 100.020.184 | ||
EC Number |
| ||
PubChem
CID
|
|||
UNII | |||
UN number | 1993 | ||
CompTox Dashboard (
EPA)
|
|||
| |||
| |||
Properties | |||
C6H18SSi2 | |||
Molar mass | 178.44 g·mol−1 | ||
Appearance | colourless liquid with foul odor | ||
Density | 0.846 g cm−3 | ||
Boiling point | 163 °C (325 °F; 436 K) | ||
hydrolyzes | |||
Solubility in other solvents | ethers such as
THF and arenes such as toluene [1] | ||
Refractive index (nD)
|
1.4586 | ||
Structure | |||
1.85 D | |||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards
|
Toxic | ||
GHS labelling: | |||
Danger | |||
H226, H301, H311, H331 [2] | |||
P261, P280, P301+P310, P311 [2] | |||
NFPA 704 (fire diamond) | |||
Safety data sheet (SDS) | "External MSDS" | ||
Related compounds | |||
Related compounds
|
B2S3, SiS2 | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Bis(trimethylsilyl) sulfide is the chemical compound with the formula ((CH3)3Si)2S. Often abbreviated ( tms)2S, this colourless, vile-smelling liquid is a useful aprotic source of "S2−" in chemical synthesis. [3]
The reagent is prepared by treating trimethylsilyl chloride with anhydrous sodium sulfide: [4]
((CH3)3Si)2S must be protected from air because it hydrolyzes readily:
Bis(trimethylsilyl)sulfide is a reagent for the conversion of metal oxides and chlorides into the corresponding sulfides. [5] This transformation exploits the affinity of silicon(IV) for oxygen and halides. An idealized reaction is:
In a similar way, it has been used in the conversion of aldehydes and ketones to the corresponding thiones. [6] [7]
((CH3)3Si)2S reacts exothermically with water, releasing toxic H2S.