PDF herunterladen
Synlett 2006(15): 2513-2514  
DOI: 10.1055/s-2006-949628
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Sodium Perborate (SPB)

Maliheh Safaiee*
Department of Chemistry, Bu-Ali Sina University, Hamadan Zip Code 6517838683, Iran
e-Mail: msafaiee@basu.ac.ir;
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
08. September 2006 (online)

   Lizenzen und Reprints Alle Artikel dieser Rubrik

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]