TRIBUTYLSTANNYLTRIMETHYLSILANE Chemical Properties

Boiling point:

102-103 °C0.5 mm Hg(lit.)

Density 

1.04 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.488(lit.)

Flash point:

>230 °F

storage temp. 

Store under Argon

solubility 

soluble in THF, ether, CH2Cl2, MeOH, hexane, insoluble in water.

Specific Gravity

1.040

Hydrolytic Sensitivity

1: no significant reaction with aqueous systems

BRN 

4127163

Safety Information

Hazard Codes 

T,N

Risk Statements 

21-25-36/38-48/23/25-50/53

Safety Statements 

35-36/37/39-45-60-61

RIDADR 

UN 2788 6.1/PG 3

WGK Germany 

3

F 

10-21

TSCA 

No

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29319090

MSDS

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TRIBUTYLSTANNYLTRIMETHYLSILANE Usage And Synthesis

Physical properties

colorless liquid. bp 88 °C (0.2 mmHg).

Uses

Trimethylsilyltributylstannane is used for the vicinal bis-functionalization of alkynes, dienes, allenes, activated olefins, 1,1-addition to isonitriles, for generation of metal-free aryl and vinyl anions, for generation of benzynes and quinonedimethanes; stereoselective bis-functionalization-cyclization of diynes, eneynes, bis-allenes, alleneynes, and allenealdehydes; silylation of allylic, propargylic derivatives, and aryl bromides; formation of silyl and stannyl cuprates.It takes part in the reactions of Addition to Alkynes, Synthetic Applications of β-Trialkylsilylvinylstannanes, Addition to Isonitriles, Addition to Alkenes and 1,3-Dienes, Addition to Activated Double Bonds, Addition to Allenes, etc.

Preparation

By treating freshly distilled tri-n-butylstannane with LDA followed by quenching with chlorotrimethylsilane.

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• TRIBUTYLSTANNYLTRIMETHYLSILANE