ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
In contradiction of long-accepted mass spectrometric dogma, the site-specific γ-hydrogen rearrangement is observed in alkylbenzenes in which both ortho positions are blocked with methyl substituents. Mass spectrometric studies of a series of five trimethyl- and three tetramethylisopentylbenzenes have shown that this rearrangement is only suppressed to a significant degree in those compounds in which all three positions ortho and para to the isopentyl group are blocked. Deuterium labelling has confirmed the γ-site-specific origin of the migrating H atom while metastable studies have been used to investigate the mechanism of the rearrangement process.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210230108
