Electron impact mass spectrometry of diethyl 2‐oxysubstituted alkylphosphonates—a remarkably regiospecific α‐cleavage | Zendy

Modro T. A. | Zendy; Mphahlele M. J. | Zendy

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Electron impact mass spectrometry of diethyl 2‐oxysubstituted alkylphosphonates—a remarkably regiospecific α‐cleavage

Author(s) -

Modro T. A.,

Mphahlele M. J.

Publication year - 1992

Publication title -

organic mass spectrometry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.475

H-Index - 121

eISSN - 1096-9888

pISSN - 0030-493X

DOI - 10.1002/oms.1210270112

Subject(s) - cleavage (geology) , chemistry , fragmentation (computing) , electron ionization , medicinal chemistry , mass spectrometry , ion , stereochemistry , organic chemistry , chromatography , ionization , fracture (geology) , computer science , operating system , geotechnical engineering , engineering

The major electron impact induced fragmentation of 2‐hydroxyphosphonic esters, XCH 2 CH(OH)CH 2 PO 3 Et 2 (and their O‐derivatives) involves the C(2)–C(3) α‐cleavage, yielding the XCH 2 · radical and the oxocarbonium ion, + HO = CHCH 2 PO 3 Et 2 . No evidence for a competitive C(1)–C(2) α‐cleavage was obtained, and the results suggest a stabilizing effect of the phosphonyl group on the α‐oxocarbonium system.

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