Fluorine-19 nuclear magnetic resonance investigations of complexes of antimony pentafluoride. II. Reactions of antimony pentafluoride with water, sulfuric acid, and fluorosulfuric acid

1969 ◽  
Vol 91 (26) ◽  
pp. 7264-7269 ◽  
Author(s):  
Philip A. W. Dean ◽  
R. J. Gillespie
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Sulfuric Acid ◽  
Magnetic Resonance ◽  
Antimony Pentafluoride ◽  
Nuclear Magnetic

1,4-DIMETHYLBICYCLO[2.2.1]HEPTANE DERIVATIVES

1965 ◽  
Vol 43 (8) ◽  
pp. 2306-2311
Author(s):  
Peter Yates ◽  
Thomas R. Lynch
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Sulfuric Acid ◽  
Magnetic Resonance ◽  
Methylmagnesium Iodide ◽  
Nuclear Magnetic Resonance Spectra ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The product from the action of methylmagnesium iodide on bicyclo[2.2.1]heptane-2,5-dione gave 2-exo-5-endo-diacetoxy-1,4-dimethylbicyclo[2.2.1]heptane on treatment with sulfuric acid in acetic acid. This has been converted to 1,4-dimethylbicyclo[2.2.1]heptane-2-exo-5-endo-diol, to 1,4-dimethylbicyclo[2.2.1]heptane-2,5-dione, and to 1,4-dimethylbicyclo[2.2.1]heptane-2-endo-5-endo-diol. The stereochemical assignments have been made on the basis of the interpretation of the nuclear magnetic resonance spectra of these compounds. The exo–endo diacetoxy compound is shown to be the expected product from a double Wagner–Meerwein rearrangement.

ORGANIC AND BIOLOGICAL SPECTROCHEMICAL STUDIES: XXIII. CONFORMATION OF THE p-DIMETHOXYBENZENE CATION RADICAL IN CONCENTRATED SULFURIC ACID

1966 ◽  
Vol 44 (13) ◽  
pp. 1501-1512 ◽  
Author(s):  
W. F. Forbes ◽  
P. D. Sullivan
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Electron Spin Resonance ◽  
Sulfuric Acid ◽  
Magnetic Resonance ◽  
Electron Spin ◽  
Cation Radical ◽  
Molecular Orbital Calculations ◽  
Spin Resonance ◽  
Concentrated Sulfuric Acid ◽  
Nuclear Magnetic

The electron spin resonance spectrum of the p-dimethoxybenzene cation radical in concentrated sulfuric acid is interpreted in terms of cis–trans isomerism. Empirical molecular orbital calculations support these assignments. The two isomers are found to possess slightly different "g" values, Δg (cis – trans) being ca. 1.8 × 10−5.Nuclear magnetic resonance and ultraviolet data show that the radical exists in equilibrium with the neutral non-radical species at room temperature, but that sulfonation occurs at higher temperatures. Nuclear magnetic resonance and electron spin resonance data of solutions of p-dimethoxybenzene in D2SO4 show that rapid exchange of the ring protons occurs.

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