nBu3SnOTf, CAS No. 68725-14-4

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68725-14-4

Catalog No. EBD547067

CAS 68725-14-4

Name nBu3SnOTf

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Basic Information

Synonyms: nBu3SnOTf Bu3SnOTf tributylstannyltriflate tributyltintriflate tri-n-butylstannanyltriflate tri-n-butylstannyltriflate n-Bu3SnOSO2CF3 tributyltintrifluoromethanesulfonate Tri-n-butyl(trifluoromethanesulfonate)tin Tributylstannyltrifluoromethanesulfonate

Molecular Formula: C13H27F3O3SSn

Molecular Weight: 439.11

Categories: Synthetic Chemistry > Organometallic Reagents > Organotin Reagents Synthetic Chemistry > Catalysts and Ligands > Metal Catalysts

Product Description:

Tributyltin trifluoromethanesulfonate is an organotin compound where a trifluoromethanesulfonate (triflate) anion is coordinated to a tributyltin cation. It is a highly reactive and versatile Lewis acid catalyst. Its primary application is in organic synthesis, where it serves as a powerful and efficient catalyst for various carbon-carbon bond-forming reactions. It is particularly effective in promoting aldol reactions, Michael additions, and Diels-Alder reactions, often under mild conditions and with high stereoselectivity. The strong electron-withdrawing nature of the triflate group enhances the Lewis acidity of the tin center, making it more reactive than other tributyltin salts like the chloride or acetate. This reagent must be handled with extreme caution due to the high toxicity associated with organotin compounds. It is moisture-sensitive and typically stored under inert atmosphere. Its use is primarily confined to research and specialized synthetic chemistry laboratories.

Physical Properties

Melting Point: 31-4℃

Boiling Point: 341.2°C at 760 mmHg

Flash Point: 113 °C

Safety Information

Packing Level: II

Hazard Category: 8

Transport Codes: 1760