Reactions of oximes with covalent halides. Part II. Formation of α-benzil monoxime and benzamide adducts of tin tetra-bromides and -chlorides

Abstract

Reaction of α-benzil monoxime, α-bmoH (1 or 2 mol.) and SnX₄(1 mol.) in benzene followed by immediate removal of the product gave the adducts SnX₄,n(α-bmoH)(X = Cl, n= 1 or 2; X = Br, n= 2). In contrast no reaction was observed between α-bmoH and Snl₄ and between β-bmoH and SnX₄(X = Cl, Br, or I). The adducts SnX₄,-n(α-bmoH) are thermally unstable and when stirred in benzene, or on heating undergo a Beckmann fragmentation to give phenyl cyanide, benzoic anhydride, tin tetrahalide, and the 1 : 2 adduct of benzamide with tin tetrahalide. The i.r., Raman, and Mössbauer spectra of the 1 : 2 adducts of benzamide with tin tetrahalide suggest O-bonded benzamide with trans-octahedral (X = Cl) or cis-octahedral (X = Br) structures.