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HomeProduct name listTRIBUTYLSTANNYLTRIMETHYLSILANE

TRIBUTYLSTANNYLTRIMETHYLSILANE

Synonym(s):(Tributylstannyl)trimethylsilane;(Trimethylsilyl)tributylstannane;(Trimethylsilyl)tributyltin;Tributyl(trimethylsilyl)stannane

TRIBUTYLSTANNYLTRIMETHYLSILANE Structural

What is TRIBUTYLSTANNYLTRIMETHYLSILANE?

Physical properties

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

The Uses of TRIBUTYLSTANNYLTRIMETHYLSILANE

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.

Properties of TRIBUTYLSTANNYLTRIMETHYLSILANE

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 for TRIBUTYLSTANNYLTRIMETHYLSILANE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H301:Acute toxicity,oral
H312:Acute toxicity,dermal
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H372:Specific target organ toxicity, repeated exposure
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for TRIBUTYLSTANNYLTRIMETHYLSILANE

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