(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

InChI

InChI=1S/C4H11Si.Li/c1-5(2,3)4;/h1H2,2-4H3;

InChIKey

RJPBNMJOQNIBQW-UHFFFAOYSA-N

SMILES

[Si](C)(C)(C)C[Li]

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

F 

10

HazardClass 

4.2

PackingGroup 

I

HS Code 

29319090

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

Hazard Classifications

Aquatic Chronic 2
Asp. Tox. 1
Eye Dam. 1
Flam. Liq. 1
Skin Corr. 1B
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

(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)METHYLLITHIUM(1822-00-0)Related Product Information

• LITHIUM METHOXIDE
• ISOBUTYLLITHIUM
• tert-Butyllithium
• Lithium bis(trimethylsilyl)amide
• SEC-BUTYLLITHIUM
• Methyllithium
• n-Butyllithium
• N-HEXYLLITHIUM
• Lithium diisopropylamide
• Lithium hexamethyldisilazide
• METHYLLITHIUM AS COMPLEX WITH LITHIUM
• Lithium
• Lithium hydride
• Lithium silicon
• (TRIMETHYLSILYL)METHYLLITHIUM
• TRIMETHYLSILANE
• Bis(trimethylsilyl)methyllithium
• Diazo(trimethylsilyl)methyllithium