994-89-8

Basic information

• Product Name: TRIBUTYLSTANNYLACETYLENE
• Synonyms: TRI-N-BUTYLETHYNYLTIN;TRI-N-BUTYLSTANNYLACETYLENE;TRIBUTYLSTANNYLACETYLENE;TRIBUTYLETHYNYLSTANNANE;TRIBUTYL(ETHYNYL)TIN;TribuTylTin aceTylene;Ethynyltri-n-butylstannane~Tri-n-butyl(ethynyl)tin~Tri-n-butylstannylacetylene;Ethynyltri-n-butyltin,97%
• CAS NO: 994-89-8
• Molecular Formula: C₁₄H₂₈Sn
• Molecular Weight: 315.08
• EINECS: -0
• Product Categories: Acetylenes;Classes of Metal Compounds;Functionalized Acetylenes;Sn (Tin) Compounds;Typical Metal Compounds;Stannanes;organic tin
• Mol File: 994-89-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 70 °C0.2 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: Clear colorless liquid
• Density: 1.089 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00602mmHg at 25°C
• Refractive Index: n20/D 1.476(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Not miscible or difficult to mix with water.
• Sensitive: Moisture Sensitive
• BRN: 3537659
• CAS DataBase Reference: TRIBUTYLSTANNYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIBUTYLSTANNYLACETYLENE(994-89-8)
• EPA Substance Registry System: TRIBUTYLSTANNYLACETYLENE(994-89-8)

Safety Data

• Hazard Codes: T,N,Xn
• 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: 21
• TSCA: No
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 994-89-8(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 994-89-8 differently. You can refer to the following data:
1. Used to prepare vinylstannanes and stannylisoxazoles. Ethynylation reagent for azaaromatics.
2. 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.]

InChI:InChI=1/3C4H9.C2H.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;1H;/rC14H28Sn/c1-5-9-12-15(8-4,13-10-6-2)14-11-7-3/h4H,5-7,9-14H2,1-3H3

Upstream product

• 115570-70-2 sodium acetylide 
• 1461-22-9 tributyltin chloride 
• 74-86-2 acetylene 
• 4301-14-8 acetylenemagnesium bromide 
• 1066-26-8 sodium acetylide 
• 65032-27-1 ethynylmagnesium chloride 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 1067-97-6 tributyltin hydroxide 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 7342-47-4 tributyltin iodide 
• 100411-28-7 Phenylpropiolsaeure-tri-n-butylstannylester 
• 1066-87-1 (N,N-diethylamino)tributyltin 
• 3757-88-8 tributylstannylethynylbenzene 

Downstream Products

• 125803-61-4 ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 29126-11-2 (6R,7R)-3-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 101156-43-8 (2R,6R,7R)-3-Methylene-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-methoxy-benzyl ester 
• 129849-22-5 (6R,7R)-8-Oxo-7-phenylacetylamino-3-(4-trifluoromethyl-benzyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 129849-23-6 C₅₂H₄₈N₄O₁₀S₂ 
• 114763-29-0 (2R,3S)-2,3-dihydroxy-1-ethynylcyclohexa-4,6-diene 
• 57134-53-9 3,4-methylenedioxyphenylethyne 
• 157465-71-9 1-ethoxycarbonyl-6-ethynyl-1,6-dihydropyridazine 
• 467221-19-8 5-(4-bromo-phenyl)-3-(2-methyl-[1,3]dioxolan-2-ylmethyl)-isoxazole 
• 467221-18-7 5-(4-methoxy-phenyl)-3-(2-methyl-[1,3]dioxolan-2-ylmethyl)-isoxazole 
• 467221-17-6 4-[3-(2-methyl-[1,3]dioxolan-2-ylmethyl)-isoxazol-5-yl]-benzoic acid methyl ester 
• 738613-93-9 5-decyl-2-ethynyl-1,3-bis(trimethylsilylethynyl)benzene 

Relevant articles and documents

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