BIS(TRIMETHYLSILYL)CHLOROMETHANE Chemical Properties

Boiling point:

57-60 °C/15 mmHg (lit.)

Density 

0.892 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.449(lit.)

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

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

26-36/37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

21

TSCA 

No

HazardClass 

3.2

PackingGroup 

III

MSDS

• Language:English Provider:SigmaAldrich

BIS(TRIMETHYLSILYL)CHLOROMETHANE Usage And Synthesis

Physical properties

bp 57–60°C(15 mmHg); flash point 48 °C; d 0.892 gmL?1 (25 °C).

Uses

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.

Uses

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

BIS(TRIMETHYLSILYL)CHLOROMETHANE(5926-35-2)Related Product Information

• Chloromethane
• BIS(TRIMETHYLSILYL)CHLOROMETHANE
• Chloromethyltrimethylsilane
• Bis(trimethylsilyl)methane
• 1,3-DISILABUTANE
• BIS(TRIMETHYLSILYL)DICHLOROMETHANE
• 1,3-DISILAPROPANE