CAS 994-89-8 Tributylstannylacetylene - Materials / Alfa Chemistry

NAVIGATION

Tributylstannylacetylene

PRICE INQUIRY

Catalog Number

ACM994898-1

CAS Number

994-89-8

Product Name

Tributylstannylacetylene

Structure

Category

Salt

Synonyms

ETHYNYLTRIBUTYLSTANNANE;ETHYNYLTRIBUTYLTIN;ETHYNYLTRI-N-BUTYLTIN;TRI-N-BUTYLETHYNYLTIN;TRI-N-BUTYLSTANNYLACETYLENE;TRIBUTYLSTANNYLACETYLENE;TRIBUTYLETHYNYLSTANNANE;TRIBUTYL(ETHYNYL)TIN

IUPAC Name

tributyl(ethynyl)stannane

Molecular Weight

315.08

Molecular Formula

C₁₄H₂₈Sn

Canonical SMILES

CCCC[Sn](CCCC)(CCCC)C#C

InChI Key

YEMJHNYABQHWHL-UHFFFAOYSA-N

Boiling Point

70ºC0.2 mm Hg(lit.)

Flash Point

165 °F

Purity

>95.0%(W)

Density

1.089 g/mL at 25ºC(lit.)

Appearance

Clear colorless liquid

Application

Tributylstannylacetylene is a clear colorless liquid used as a versatile reactant in various chemical syntheses. It plays a crucial role in the preparation of terminal arylacetylene derivatives through Stille coupling reactions with aryl halides, facilitated by a palladium catalyst. Furthermore, it allows the dimerization to form 1,4-bis(tributylstannyl)but-1-en-3-yne when used with a metal complex having a bulky ligand catalyst system. This compound also enables the creation of isoquinolone derivatives through its reaction with benzotriazinones, involving denitrogenative insertion with a nickel catalyst. Additionally, tributylstannylacetylene serves as a key intermediate in the total synthesis of complex molecules like (-)-acutumine and (-)-dechloroacutumine, demonstrating its significance in advanced organic synthesis.

Exact Mass

316.12100

Hazard Statements

T: Toxic;N: Dangerous for the environment;

Safety Description

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

WGK Germany

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