THE ORTHO EFFECT IN THE MASS-SPECTRA OF ORTHO PARA ISOMERS OF BISPHENOL A DERIVATIVES AND RELATED-COMPOUNDS

New examples of the ortho effect in bisphenol A derivatives including interaction of the hydrogen of the orthohydroxy group with the neighbo uring aromatic ring have been observed. The characteristic ions [M - P hOH]+. (m/z = 134) and IM - CH3 - PhOH]+ (m/z = 119) were shown to for m through the hydrogen transfer from hydroxy and isopropyl groups, res pectively. The spectra of cyclic derivatives having ortho-hydroxy func tions show [M - 43]+, [M - C8H9O]+, m/z = 147, m/z = 135 and [M - C9H1 0O]+ ions. The proposed mechanisms of the corresponding transformation s were supported by mass spectra of deuterated analogues, methyl and t rimethyl silyl ethers.