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| | TRIBUTYLSTANNYLACETYLENE Basic information |
| | TRIBUTYLSTANNYLACETYLENE Chemical Properties |
| Boiling point | 70 °C0.2 mm Hg(lit.) | | density | 1.089 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.476(lit.) | | Fp | 165 °F | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | Specific Gravity | 1.089 | | Water Solubility | Not miscible or difficult to mix with water. | | Sensitive | Moisture Sensitive | | BRN | 3537659 | | InChIKey | YEMJHNYABQHWHL-UHFFFAOYSA-N | | CAS DataBase Reference | 994-89-8(CAS DataBase Reference) |
| | TRIBUTYLSTANNYLACETYLENE Usage And Synthesis |
| Chemical Properties | clear colorless liquid | | Uses | Used to prepare vinylstannanes and stannylisoxazoles. Ethynylation reagent for azaaromatics. | | Uses | Ethynyltributylstannane can be used as a reactant to prepare:
- Terminal arylacetylene derivatives by Stille coupling reaction with aryl halides in the presence of palladium catalyst.
- 1,4-bis(tributylstannyl)but-1-en-3-yne by dimerization using a metal complex having bulky ligand catalyst system.
- Isoquinolone derivatives by reacting with benzotriazinones via denitrogenative insertion in the presence of nickel catalyst.
- Enyne key intermediates in the total synthesis of (-)-acutumine and (-)-dechloroacutumine.
| | Purification Methods | Purify it by dissolving the reagent (ca 50g) in heptane (250mL), washing it with H2O (100mL), drying (MgSO4), evaporating and distilling in a vacuum. It has IR: max 3280 ( C), 2950, 2850, 2005 (CC), 1455, 1065 and 865cm-1. [Bottaro et al. J Org Chem 46 5221 1981, Stille & Simpson J Am Chem Soc 109 2138 1987, Zavgorodnii et al. J Gen Chem USSR (Engl Edn) 37 1469 1967.] |
| | TRIBUTYLSTANNYLACETYLENE Preparation Products And Raw materials |
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