Ortho effect: The fragmentation of isopropyl 2-hydroxychlorocarbanilates

✍ Scribed by Gerald G. Still

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: English
• Weight: 294 KB
• Volume: 5
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210050810

✦ Synopsis

Abstract

The mass spectra of isopropyl 2‐hydroxychlorocarbanilate indicate a preferential ortho intramolecular rearrangement which yields a chloro 2‐benzoxazolinone intermediate ion. A com‐parison of the fragmentation of ortho, meta and para hydroxy analogs of isopropyl 3‐chlorohydroxy‐carbanilate indicates the existence of an ‘ortho effect’ during the fragmentation of isopropyl‐chloro 2‐hydroxycarbanilates.