TRIBUTYLSTANNYLTRIMETHYLSILANE Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

TRIBUTYLSTANNYLTRIMETHYLSILANE Chemical Properties,Usage,Production

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.