JMSSJ On-line, Vol. 52 (2004) No. 2, pp. 63-67
Ortho Effects in Bis-phosphoric Esters of the Dihydroxy- and Aminohydroxybenzenes Observed by ESI-MS/MS
>> Full Text PDF
>> References
    Chen XIAOLAN, a) Qu LINGBO, *a) Lu JIANSHA, a)Guo LEI, a)Yu YOUZHU, a) and Zhao YUFEN a), *b)

    *a) The Key Chemical and Biological Laboratory, Department of Chemistry, Zhengzhou University (Zhengzhou 450052, P. R. China)*b) The Key Laboratory for Bioorganic Phosphorus Chemistry, Ministry of Education, Department of Chemistry School of Life Sciences and Engineering, Tsinghua University (Beijing 100084, P. R. China)
Derivatives of phenols, such as o-aminophenol, m-aminophenol, p-aminophenol, o-dihydroxybenzene, m-dihydroxybenzene, and p-dihydroxybenzene were phosphorylated by diethyl phosphite (DEPH) using simplified Atherton-Todd method and then the resulting di-phosphorylated compounds were injected into an ion-trap mass spectrometer and exposed to MS/MS analysis. Results showed that the cleavage pathways of these phosphorylated compounds were closely related to the relative positions of the phosporylating groups. Comparatively stable five-membered ring ions were produced when the two phosphorylated functional groups were in the ortho position. These stable five-membered ring ions can be considered as indicators for ortho functional groups of phenols.
Key words: Ortho Effects, Bis-phosphoric ester, Dihydroxybenzene, Aminohydroxybenzene, ESI-MS/MS
[ Full Text PDF ]    [ References ]
© COPYRIGHT by The Mass Spectrometry Society of Japan. All Rights Reserved.