The ortho effect in the mass spectra of ortho/para isomers of bisphenol a derivatives and related compounds

✍ Scribed by Alexandra P. Pleshkova; Marina N. Uspenskaya; Sergei V. Volkovitch

• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: English
• Weight: 300 KB
• Volume: 29
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210290105

✦ Synopsis

New examples of the ortho effect in bisphenol A derivatives including interaction of the hydrogen of the orthohydroxy group with the neighbouring aromatic ring have been observed. The characteristic ions [ M -PhOH j +. (m/z = 134) and [ M -CH, -PhOHj + (m/z = 119) were shown to form through the hydrogen transfer from hydroxy and isopropyl groups, respectively. The spectra of cyclic derivatives having ortho-hydroxy functions show [ M -43j+, [ M -CsH90]+, m/z = 147, m/z = 135 and [ M -C9H,001+ ions. The proposed mechanisms of the corresponding transformations were supported by mass spectra of deuterated analogues, methyl and trimethyl silyl ethers.