Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Nuclear Magnetic Resonance Study of the Intramolecular Nonmutual Exchange of 5-Halobenzofuroxan. I. Application of Density Matrix Method
SHOGO UEMATSUYUKIO AKAHORI
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1977 Volume 25 Issue 12 Pages 3261-3269

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Abstract
The tautomerism of 5-fluorobenzofuroxan was studied by the proton magnetic resonance at 60 and 100 MHz. The rate of intramolecular rearrangement between 5-fluorobenzofuroxan (ABCX) and 6-fluorobenzofuroxan (A'B'C'X') was obtained by analyzing the line shapes of proton magnetic resonance signals. The theoretical spectra were calculated by means of a computer program based on the density matrix theory of the nonmutual exchange developed by Johnson, and the theoretical spectra showed a good agreement with the experimental line shapes in the temperature range from -78°to +30°. Activation parameters for the intramolecular rearrangement were found to be ⊿H≐̸=5∼10kcal/mol and ⊿S≐̸=-33∼-17 cal/deg·mol.
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© The Pharmaceutical Society of Japan
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