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Analysis of the 1 H NMR spectrum of α‐tetralone
Author(s) -
Gatto Karen,
Reinheimer John D.,
Shafer Kenneth,
Gerig J. T.
Publication year - 1974
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270061105
Subject(s) - alicyclic compound , coupling constant , tetralone , chemistry , deuterium , chemical shift , molecule , ring (chemistry) , deuterium nmr , computational chemistry , stereochemistry , nuclear magnetic resonance spectroscopy , organic chemistry , physics , nuclear physics , quantum mechanics
An analysis of both the aromatic and aliphatic portions of the 1 H NMR spectrum of α‐tetralone has been carried out. Two deuterated derivatives, 2,2‐dideuterio‐ and 4,4‐dideuterio‐α‐tetralone, were prepared to facilitate unambiguous assignment of chemical shifts for the aliphatic protons. The conformation of the 6‐membered alicyclic ring of the molecule is defined by the coupling constants among the aliphatic protons. Benzylic coupling was the only detectable long range interaction between the aliphatic and aromatic protons of the molecule. The magnitude and sign of these coupling constants agree with previous calculations of Wasylishen and Schaefer.