Abstract

In this paper we describe the synthesis of tetraphenylphosphonium peroxymonosulphate, its crystal structure and packing mode. The asymmetric unit accomodates two independent molecules of the monopersulphate anion, which are held together by hydrogen bonds. In the packing mode, rows of such dimers are surrounded by four rows of tetraphenyl cations. The consequence is that the highly water sensitive HSO5¯ anions are segregated inside hydrophobic channels composed by the lipophilic cations. This circumstance presumably accounts for the exceptional stability of the title compound.

Highlights

  • Peroxymonosulphuric acid (1) (Caro’s acid) [1] is a powerful oxidant (Eo +1.82 V) [2] and it has been used in the preparation of a large variety of compounds

  • In this paper we describe the synthesis of tetraphenylphosphonium peroxymonosulphate, its crystal structure and packing mode

  • In this paper we present the synthesis and the X-Ray structure of a stable lipophilic salt of Caro’s acid, i.e. tetraphenylphosphonium monopersulphate (4), which can be obtained in pure form

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Summary

Introduction

Peroxymonosulphuric acid (1) (Caro’s acid) [1] is a powerful oxidant (Eo +1.82 V) [2] and it has been used in the preparation of a large variety of compounds. Abstract: In this paper we describe the synthesis of tetraphenylphosphonium peroxymonosulphate, its crystal structure and packing mode. The asymmetric unit accomodates two independent molecules of the monopersulphate anion, which are held together by hydrogen bonds. Pure Caro’s acid is a highly hygroscopic and explosive solid [4].

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