17012-47-4Relevant articles and documents
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Balaban
, p. 2624 (1932)
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Yale,Bernstein
, p. 254 (1948)
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NEGATIVE-ION MASS SPECTROMETRY OF 8-HYDROXYQUINOLINE DERIVATIVES
Ermakov, A. I.,Khvostenko, O. G.,Voronin, V. G.,Sorokin, A. A.,Asfandiarov, N. L.,Khvostenko, V. I.
, p. 2140 - 2145 (2007/10/02)
The dissociative resonance electron capture mass spectra of nitro and halogen derivatives of 8-hydroxy(alkoxy)quinolines were studied with the use of the deutero analogs and model compounds.During the dissociation of 8-alkoxyquinolines the - fragments (R=CH3 and C2H5) are formed, and their peak intensities and resonance energies depend on the electron-withdrawing characteristics of the substituents in the benzene ring.The electron densities at the atoms and the bond orders in the - anions and neutral molecules were calculated by the CNDO/2 method.The negative charge in such anions is lo calized predominatly at the oxygen atom.By means of the deuterium-labeled compounds it was established that during the dissociation of 8-hydroxyquinolines the - anion is formed through the elimination of hydrogen both from the hydroxyl group and from the carbon atoms of the ring.
MASS SPECTROMETRY OF 8-HYDROXYQUINOLINE DERIVATIVES
Ermakov, A. I.,Voronin, V. G.,Sorokin, A. A.,Epshtein, N. I.,Muravskaya, I. D.,et al.
, p. 637 - 642 (2007/10/02)
In contrast to the fragmentation of the corresponding alkyl aryl ethers, characteristic + and + fragments were observed in the fragmentation of 5-nitro(halo)-substituted 8-alkoxyquinolines.It was found by means of deuterium labeling that a hydrogen atom is split out primarily from the alkoxy group.It was demonstrated that an + fragment was from the + ion, which has a three-ring structure and quaternary nitrogen atom.The formation of an + fragment is characteristic for the fragmentation of 5(7)-nitro(halo)-substituted 8-hydroxyquinolines.The interrelationship between the intensities of the +, +, and + ion peaks and the protonation constants (pKa) of the investigated compounds is discussed.
