ISSN:
0749-1581
Keywords:
NMR
;
Neomenthyl halides
;
Large upfield shifts
;
Halogen substituent effect
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Complete analyses o the 1H NMR spectra of neomethyl iodide (1), the bromide (2) and the chloride (3) are reported. Of paticular interest is the very high-field resonance at -0.16 ppm in 1 which is assigned to H-4. The same poton in the bromide is also found upfield at 0.78 ppm. H-4 in these neomenthyl derivatives is tertiary and β-antipeiplanar to the halogen atom. A similar upfield shift has been reported previously for the tertiary proton in trans-9-iododecalin. The reasons or these unusual shifts are not readily apparent and the 13C NMR spectra of 1 and 2, which are reported here for the first time, provide no additional clues to explain the shifts.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260280719
