Sodium Tris(trifluoroacetoxy)borohydride

Abstract

[76791-24-7] C6HBF9NaO6 (MW 373.87) InChI = 1S/C6HBF9O6.Na/c8-4(9,10)1(17)20-7(21-2(18)5(11,12)13)22-3(19)6(14,15)16;/h7H;/q-1;+1 InChIKey = WMQRFILRTHMTRL-UHFFFAOYSA-N (a reducing agent for many different functional groups and heterocycles;1 can serve as a source of trifluoroacetaldehyde or its equivalent;2 is similar to other ionic hydrogenation methods in the facile reduction of benzylic systems3) Physical Data: mp 64–66 °C.4 Solubility: is rapidly destroyed by H2O and protic solvents; H2 is liberated. Common cosolvents for the reactions of this reagent are CH2Cl2, THF, toluene, and Et2O. Form Supplied in: not commercially available. Preparative Methods: normally prepared in situ by the reaction of excess Trifluoroacetic Acid with Sodium Borohydride.1, 4 Analysis of Reagent Purity: has been characterized by elemental analysis and IR.4 Handling, Storage, and Precautions: the preparation of and all reactions involving this reagent should be conducted under an inert atmosphere because H2 may be liberated; this is particularly true when NaBH4 powder is used; NaBH4 pellets are particularly convenient and safe to use for the preparation of NaBH(OCOCF3)3.