Abstract
Covalent halides form 1 : 1 adducts with thiobenzamide in diethyl ether solution. The site of co-ordination is probably-the sulphur atom. The equilibrium constants (K) for adduct formation, determined spectroscopically at 25 °C, reveal the sequence of acidities HgBr2 [graphic omitted] HgCl2≃ SnCl4 > ZnCl2 > GaCl3 > AlCl3 > BF3 AsCl3, SbCl3. Comparison of the K values with those found under similar conditions for benzamides (structurally analogous O-bases) shows that whereas the group 3 and group 5 acids are relatively more acidic towards the O-bases than towards the S-base, the zinc and tin acids occupy an intermediate position (co-ordinating about equally well with either class), whilst the mercury acids display an exceptional affinity for the S-base.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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