ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The mass spectra of a series of 2-substituted 8-hydroxyquinolines and related compounds are reported. Fragmentation pathways based upon interpretation of spectra and metastable transitions for 8-quinolinol; 2-methyl-8-quinolinol; 4-methyl-8quinolinol; 2-hydroxymethyl-8-quinolinol; 2-aminomethyl-8-quinolinol; 8-quinolinol-2-carboxaldehyde; 8-quinolinol-2-carb-oxaldehyde oxime; and 8-quinolinol-2-carboxaldehyde tert-butylimine are discussed, as are dissociations in the related compounds 2-hydroxymethyl quinoline and quinoline-2-carboxaldehyde oxime. It is suggested that the molecular ions of 2-substituted-8-quinolinols undergo rearrangement to a substituted azatropylium ion prior to dissociation. An ion of m/e 89 has been observed in these spectra and is considered to be characteristic of the quinoline nucleus bearing an X-substituent in any position, where X = OR, SR, NH2 etc. (R = H, CH3, etc).
Additional Material:
7 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210020305