The Structure of the Intermediate in Electrophilic Aromatic Substitutions

✍ Scribed by H. Zollinger

• Publisher: John Wiley and Sons
• Year: 1963
• Tongue: English
• Weight: 265 KB
• Volume: 2
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.196305623

✦ Synopsis

Presence of oxidizing agents, these reactions are retarded and the P-P bonds in the sulfides, whose presence was demonstrated Some years ago by X-ray structural analysis, remain unaltered. Since the P-P bonds in phosphorus oxyacids are stable in alkaline solution and in order to avoid the presence of foreign ions, the lower phosphorus sulfides P4S3, P4S5, and P4S7 were hydrolysed in solutions of various alkalinities with hydrogen peroxide as oxidizing agent. The following oxyacids of phosphorus were obtained (the percentage yields are based on the initial quantity of phosphorus and are approximately average values for all the hydrolyses): P4S7: 10 % phosphite, 55 "/, phosphate, 5 % pyrophosphate, 25 % hypophosphate, 5 P4S5: 10 % phosphite, 40 "/, phosphate, 10 % pyrophosphate, 25 % hypophosphate, 10 "/, triphosphate (V, IV, IV), 5 % triphosphate (IV, 111, IV).

P4S3: 10 % phosphite, 35 % phosphate, 5 % pyrophosphate, 20 % hypophosphate, 15 "/, triphosphate (V, IV, IV), 15 % triphosphate (lV, 111. IV).