Description

Tributyl(1-methoxyethenyl)stannane (CAS No. 81177-90-4) is a highly specialized organotin compound with the molecular formula C₁₅H₃₂OSn. This reagent is widely utilized in organic synthesis, particularly in Stille coupling reactions, due to its ability to transfer the 1-methoxyethenyl group to various electrophilic partners. Its high purity and stability make it an essential tool for researchers in pharmaceuticals, materials science, and catalysis. The compound is supplied as a clear to pale yellow liquid and should be stored under inert conditions to prevent degradation. Suitable for use in anhydrous reactions, it offers excellent reactivity and selectivity for advanced synthetic applications.

Properties

• CAS Number: 81177-90-4
• Complexity: 179
• IUPAC Name: tributyl(1-methoxyvinyl)stannane
• InChI: InChI=1S/3C4H9.C3H5O.Sn/c4*1-3-4-2;/h3*1,3-4H2,2H3;1H2,2H3;
• InChI Key: DJXVREQLLGUBLO-UHFFFAOYSA-N
• Exact Mass: 348.147518
• Molecular Formula: C15H32OSn
• Molecular Weight: 347.12
• SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)OC
• Topological: 9.2
• Monoisotopic Mass: 348.147518
• Synonyms: 81177-90-4, TRIBUTYL(1-METHOXYETHENYL)STANNANE, DTXSID80510778, DTXCID90461585, 837-963-9, Stannane, tributyl(1-methoxyethenyl)-, tributyl(1-methoxyvinyl)stannane, SCHEMBL392932, DJXVREQLLGUBLO-UHFFFAOYSA-N, AT34932, EN300-117162

Application

Tributyl(1-methoxyethenyl)stannane is primarily used in Stille cross-coupling reactions to introduce the 1-methoxyethenyl moiety into complex organic molecules. It is valuable in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Researchers also employ it in the preparation of vinyl ether derivatives and as a building block for functionalized polymers. Its stability and reactivity make it ideal for controlled, selective transformations under mild conditions.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
• H312 (100%): 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]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]
• H372 (100%): 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 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)
• Repr. 1B (100%)
• STOT RE 1 (100%)
• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.