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DOI: 10.1055/s-2006-949628
Sodium Perborate (SPB)
Publication History
Publication Date:
08 September 2006 (online)
Introduction
Sodium perborate (SPB) has the empirical formula NaBO3·xH2O. Two commercially available forms correspond stoichiometrically to x = 1 or 4, and are known as the monohydrate and tetrahydrate. [1]
SPB was shown in 1961 to be the disodium salt of 1,4-diboratetroxane dianion (1). Hence, the monohydrate actually corresponds to the anhydrous salt, and the tetrahydrate to a hexahydrated form of it. SPB is a convenient source of H2O2, the borate helping somewhat to buffer, stabilize against decomposition, and activate towards nucleophilic oxidations, through associated species such as [B(OH)3(OOH)]-. [2]
Sodium perborate is a cheap, stable, non-toxic oxidizing agent, easily handled, crystalline, easily available peroxygen compound and has industrial application. [3]
Sodium perborate has been used for a variety of oxidation reactions. This reagent can be applied to the synthesis of amides from nitriles, [4] quinazoline-4-(3H)-ones from o-amido benzonitriles, [5] sulfoxides from sulfides, [6] esters from cyclic acetals, [7] carbonyl compounds from oximes, [8] aldehydes from terminal alkenes, [9] the synthesis of aryl thiocyanates [10] and Corey aldehyde, [11] and transesterification of β-keto esters. [12]
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