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(TRIMETHYLSILYL)METHYLLITHIUM

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(TRIMETHYLSILYL)METHYLLITHIUM Basic information

Product Name:
(TRIMETHYLSILYL)METHYLLITHIUM
Synonyms:
  • (TRIMETHYLSILYLMETHYL)LITHIUM , 1.0M SOL UTION IN PENTANE
  • Lithium, (trimethylsilyl)methyl-
  • Lithio(trimethylsilyl)methane
  • Lithiomethyltrimethylsilane
  • Trimethyl(lithiomethyl)silane
  • (Trimethylsilyl)methyllithium,0.8M (12 wt%) solution in hexanes
  • ((trimethylsilyl)methyl)lithium 1.0M in pentane
  • (Trimethylsilyl)methyllithium, 0.8M (12 wt%) solution in hexanes, AcroSeal§3
CAS:
1822-00-0
MF:
C4H11LiSi
MW:
94.16
Product Categories:
  • Chemical Synthesis
  • Organometallic Reagents
  • Alkyl
  • Organolithium
  • Organometallic Reagents
Mol File:
1822-00-0.mol
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(TRIMETHYLSILYL)METHYLLITHIUM Chemical Properties

Melting point:
112-117 °C (decomp)
Boiling point:
35-36 °C
Density 
0.65 g/mL at 25 °C
Flash point:
−57 °F
storage temp. 
2-8°C
solubility 
Sol ethereal solvents; reacts with protic solvents.
Specific Gravity
0.66
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
4123225
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Safety Information

Hazard Codes 
F,C,N,F+
Risk Statements 
11-14-34-51/53-65-66-67-12-2
Safety Statements 
16-26-33-36/37/39-43-45-61-62
RIDADR 
UN 3399 4.3/PG 1
WGK Germany 
1
10
HazardClass 
4.2
PackingGroup 
I
HS Code 
29319090

MSDS

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(TRIMETHYLSILYL)METHYLLITHIUM Usage And Synthesis

Chemical Properties

Clear light yellow liquid

Physical properties

mp 112 °C.

Uses

Trimethylsilylmethyllithium is a reagent used in the methylenation of carbonyl compounds; reacts with carboxylic acid derivatives to provide α-silyl ketones; synthesis of allylsilanes. It participates in the reactions of Peterson Alkenation, Reaction with Carboxylic Acid Derivatives, Other Electrophiles, etc.

Uses

Initiates polymerization and copolymerization of cyclosiloxanes. Alkylates metal complexes.

Uses

Initiates polymerization and copolymerization of cyclosiloxanes.1 Alkylates metal complexes.2

Preparation

Trimethylsilylmethyllithium is obtained by reaction of (chloromethyl)- trimethylsilane with lithium metal in an inert solvent. It is also available by displacement of a heteroatom group based on sulfur, silicon, or tin.

(TRIMETHYLSILYL)METHYLLITHIUMSupplier

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