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ChemicalBook--->CAS DataBase List--->5926-35-2

5926-35-2

5926-35-2 Structure

5926-35-2 Structure
IdentificationBack Directory
[Name]

BIS(TRIMETHYLSILYL)CHLOROMETHANE
[CAS]

5926-35-2
[Synonyms]

BIS(TRIMETHYLSILYL)CHLOROMETHANE
Chloro-bis(trimethylsilyl)methane
BIS(TRIMETHYLSILYL)METHYL CHLORIDE
Chloro-bis-trimethylsilanyl-methane
Chlorobis(trimethylsilyl)methane 97%
(Chloromethylene)bis(trimethylsilane)
chloro(trimethylsilyl)methyl]-trimethylsilane
Silane, 1,1'-(chloromethylene)bis[1,1,1-trimethyl-
[Molecular Formula]

C7H19ClSi2
[MDL Number]

MFCD00054866
[MOL File]

5926-35-2.mol
[Molecular Weight]

194.85
Chemical PropertiesBack Directory
[Boiling point ]

57-60 °C/15 mmHg (lit.)
[density ]

0.892 g/mL at 25 °C (lit.)
[refractive index ]

n20/D 1.449(lit.)
[Fp ]

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 DataBack Directory
[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
Hazard InformationBack Directory
[Physical properties]

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

[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.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

BIS(TRIMETHYLSILYL)CHLOROMETHANE(5926-35-2)1HNMR
BIS(TRIMETHYLSILYL)CHLOROMETHANE(5926-35-2)IR
BIS(TRIMETHYLSILYL)CHLOROMETHANE(5926-35-2)Raman
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