Description
Tributyl(1-ethoxyethenyl)stannane (CAS No. 97674-02-7) is a highly specialized organotin compound with the molecular formula C16H34OSn. This reagent is widely utilized in organic synthesis, particularly in Stille coupling reactions, due to its ability to act as a vinyl tin donor. The compound features a tributyltin group attached to a 1-ethoxyethenyl moiety, offering excellent stability and reactivity under controlled conditions. It is supplied as a clear to pale yellow liquid with high purity, ensuring consistent performance in sensitive applications. Proper handling under inert atmospheres is recommended to maintain its integrity. Ideal for researchers and chemists working on advanced cross-coupling methodologies or organometallic catalysis.
Properties
- CAS Number: 97674-02-7
- Complexity: 191
- IUPAC Name: tributyl(1-ethoxyvinyl)stannane
- InChI: InChI=1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
- InChI Key: HGXJOXHYPGNVNK-UHFFFAOYSA-N
- Exact Mass: 362.163168
- Molecular Formula: C16H34OSn
- Molecular Weight: 361.2
- SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)OCC
- Topological: 9.2
- Monoisotopic Mass: 362.163168
- Synonyms: Stannane, tributyl(1-ethoxyethenyl)-, 641-308-0, 97674-02-7, Tributyl(1-ethoxyvinyl)stannane, Tributyl(1-ethoxyvinyl)tin, tributyl(1-ethoxyethenyl)stannane, 1-ethoxyvinyltri-n-butyltin, 1-Ethoxyvinyltributyltin, MFCD00010240, (1-ethoxyvinyl)tributyltin, (1-Ethoxyvinyl)tributylstannane, (1-Ethoxyethenyl)tributylstannane, TRIBUTYL-(1-ETHOXYVINYL)TIN, 1-Ethoxy-1-(tributylstannyl)ethylene, EVTB, (1ethoxyvinyl)tributyltin, 1-ethoxy-vinyltributyltin, tributyl(1ethoxyvinyl)tin, tributyl-1-ethoxyvinyltin, tributyl(l ethoxyvinyl)tin, tributyl(l-ethoxyvinyl)tin, tributyl(I-ethoxyvinyl)tin, 1-ethoxyvinyl tributyl tin, tributyl(1 ethoxyvinyl)tin, l-ethoxyvinyltributylstannane, tributyl-(l-ethoxyvinyl)tin, (1-ethoxyvinyl)-tributyltin, 1-ethoxyvinyltributylstannane, tri-butyl(1-ethoxyvinyl)tin, tributyl (1-ethoxyvinyl)tin, tributyl(1-ethoxy vinyl)tin, tributyl(1-ethoxy-vinyl)tin, tributyl(1-ethoxyvinyl) tin, (1-Ethoxyvinyl)tributyl tin, SCHEMBL18113, (1-ethoxyvinyl)(tributyl)tin, 1-ethoxyvinyl-tributylstannane, (1-Ethoxyvinyl)-tributyl tin, Tributyl (1-ethoxyvinyl) tin, (1-ethoxyvinyl)tri-n-butyltin, tri-n-butyl(1-ethoxyvinyl)tin, tri-n-butyl-1-ethoxyvinyl tin, tributyl(l-ethoxyvinyl)stannane, (I-ethoxyvinyl)tributylstannane, 1-Ethoxyvinyl(tri-n-butyl)tin, (1-ethoxyvinyl) (tributyl)tin, 1-ethoxyvinyl tributyl stannane, Tri-butyl (1-ethoxyvinyl) tin, tributyl (1-ethoxy vinyl) tin, (1-ethoxyvinyl)-tri-n-butyltin, 1-ethoxyethenyl tri n-butyl tin, tri-n-butyl(1-ethoxyvinyl) tin, (1-Ethoxyvinyl)-tributylstannane, (1-ethoxyvinyl)tributyl stannane, HGXJOXHYPGNVNK-UHFFFAOYSA-, tributyl (1-ethoxyvinyl)stannane, tributyl(1-ethoxy-vinyl)stannane, tributyl-(1-ethoxyvinyl)stannane, DTXSID80347248, (1-ethoxyvinyl)-tributyl-stannane, 1-ethoxy-1-tributylstannyl-ethene, tributyl-(1-ethoxyvinyl)-stannane, 1-ethoxy-1-tributylstannanylethene, Tributyl(1-ethoxyvinyl)tin, 97%, Tributyl-(1-ethoxy-vinyl)stannane, tributyl-(1-ethoxyethenyl)stannane, 1-ethoxyvinyl tri(n-butyl)stannane, (l-ethoxyvinyl)tri(n-butyl)stannane, 1-ethoxyvinyl-tri-n-butyltin (IV), CS-D1668, tributyl (1-ethoxyethenyl)-stannane, tributyl-(1-ethoxy-vinyl)-stannane, (1-ethoxyvinyl)tri(n-butyl)stannane, tributyl[1-(ethyloxy)ethenyl]stannane, AKOS006028761, FT57885, GS-6923, PB43995, Ethyl 1-(tributylstannyl)vinyl ether #, BP-12796, SY011980, DB-080472, EN300-39360, F11377, InChI=1/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
Application
Tributyl(1-ethoxyethenyl)stannane is primarily used in Stille cross-coupling reactions to introduce vinyl groups into organic frameworks. It serves as a key intermediate in the synthesis of complex molecules, including pharmaceuticals and agrochemicals. The ethoxyethenyl moiety enhances reactivity in palladium-catalyzed transformations. Suitable for use in anhydrous conditions to prevent decomposition.
Safety and Hazards
GHS Hazard Statements
- H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
- H312 (37.9%): Harmful in contact with skin [Warning Acute toxicity, dermal]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H372 (98.5%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]
- H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
- H410 (37.9%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P260, P264, P264+P265, P270, P273, P280, P301+P316, P302+P352, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P405, and P501
Hazard Classes and Categories
- Acute Tox. 3 (100%)
- Acute Tox. 4 (37.9%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT RE 1 (98.5%)
- Aquatic Acute 1 (100%)
- Aquatic Chronic 1 (37.9%)
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