BIS(TRIMETHYLSILYL)CHLOROMETHANE
Synonym(s):Bis(trimethylsilyl)chloromethane
- CAS NO.:5926-35-2
- Empirical Formula: C7H19ClSi2
- Molecular Weight: 194.85
- MDL number: MFCD00054866
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-30 08:29:57
What is BIS(TRIMETHYLSILYL)CHLOROMETHANE?
Physical properties
bp 57–60°C(15 mmHg); flash point 48 °C; d 0.892 gmL?1 (25 °C).
The Uses of BIS(TRIMETHYLSILYL)CHLOROMETHANE
Silane, 1,1-(Chloromethylene)bis[1,1,1]- trimethyl- can be used as versatile C1 building block; broad application in Peterson olefination reactions; Grignard reagent participates readily in Kumada cross-coupling reactions with aryl and vinyl halides; useful in synthesis of methylenephosphine analogs and as sterically demanding ligand for a number of main group and transition metal complexes.
The Uses of BIS(TRIMETHYLSILYL)CHLOROMETHANE
Chlorobis(trimethylsilyl)methane can be used as a reagent for the preparation of:
- Para-bis(trimethylsilyl)ethylstyrene (PBTES) monomer, which is used to synthesize corresponding network polymer of styrene.
- Bis(trimethylsilyl)methyl magnesium chloride (Grignard reagent), which is used in the synthesis of bis(trimethylsilyl) allyl compounds by reacting with alkenyl bromide via the Kumada coupling reaction.
- N-[Bis(trimethylsilyl)methyl]heterocumulenes.
Preparation
a convenient one-pot procedure has been developed by Kemp and Cowley in which trimethylsilylchloride reacts with dichloromethane in the presence of nBuLi at ?110°Cto give bis(trimethylsilyl)dichloromethane.1 This intermediate is sequentially treated with nBuLi and ethanol to yield chlorobis(trimethylsilyl)methane. A number of other syntheses have been described
Properties of BIS(TRIMETHYLSILYL)CHLOROMETHANE
Boiling point: | 57-60 °C/15 mmHg (lit.) |
Density | 0.892 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 120 °F |
solubility | soluble in common organic solvents (DMF, THF,
Et2O, CH2Cl2). |
Specific Gravity | 0.892 |
Hydrolytic Sensitivity | 4: no reaction with water under neutral conditions |
BRN | 1736681 |
Safety information for BIS(TRIMETHYLSILYL)CHLOROMETHANE
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for BIS(TRIMETHYLSILYL)CHLOROMETHANE
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