Mass spectrometry of 1 phenyl-1, 2-dibromopropylphosphonic acid and its methyl ester

Autor: Eugene S. Kuhn, James F. Marecek, Shrishailam S. Yemul, Seymour Meyerson, Fausto Ramirez
Rok vydání: 1984
Předmět:
Zdroj: Tetrahedron. 40:2633-2642
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)96880-2
Popis: erythro -1-Phenyl-1,2-dibromopropylphosphonic acid is known to decompose rapidly into the monomeric metaphospbate-anion (PO3), 1-phenyl-1-bromopropene, and bromide ion in protic or aprotic solvents in the presence of a hindered tertiary amine. The present study compares the behavior of this phosphonic acid in solution and in the gas phase. The gas-phase thermolysis of the acid involves mainly the loss of bromine and of the phosphoryl group, -P(O)(OR) (OR') (R = R' = H). The same type of pathway is followed in the ionization/excitation processes (“cationic reactions”) that follow from electron impact in mass spectrometry. The thermal and cationic reactions of the monomethyl and dimethyl esters of the phosphoric acids (R=H,R'= CH3 and R = R' = CH3, respectively, in -P(O)(OR)(OR')) are entirely analogous to those of the free dibasic acid.
Databáze: OpenAIRE