Zeolite-mediated regioselective nitration of phenol in solid state

✍ Scribed by T. Esakkidurai; K. Pitchumani

• Book ID: 104421945
• Publisher: Elsevier Science
• Year: 2002
• Tongue: English
• Weight: 59 KB
• Volume: 185
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/s1381-1169(02)00135-8

✦ Synopsis

Phenol (I) is nitrated regioselectively by fuming nitric acid inside the cages of faujasite zeolites. While nitration as hexane slurry in CsY and molecular sieve 5 Å leads to predominant formation of para-nitrophenol (III), a remarkable ortho-selectivity is observed in solid state nitration to yield exclusively ortho-nitrophenol (II). Loading level of the substrate inside the supercage alters significantly the relative yield of the various products. Other advantage of this zeolite-mediated nitration include significant reduction in polynitration and absence of mixed nitrating agents.