Reactions of recoil tritium atoms with toluene and benzonitrile

Recoil tritium reactions in the aromatic ring were investigated with toluene and benzonitrile in the moderator-free and the C6F6-moderated systems in terms of the intramolecular tritium distribution, the relative tritiation rate, and the isotope effect in toluene. The reactions free from hexafluorob...

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Bibliographic Details
Published in:Radioisotopes 1984-11, Vol.33 (11), p.747-753
Main Authors: Oohashi, K, Takiguchi, H, Morikawa, N
Format: Article
Language:English
Subjects:
Fluorocarbons
Nitriles
Radiochemistry
Toluene - analysis
Tritium - analysis
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Summary:Recoil tritium reactions in the aromatic ring were investigated with toluene and benzonitrile in the moderator-free and the C6F6-moderated systems in terms of the intramolecular tritium distribution, the relative tritiation rate, and the isotope effect in toluene. The reactions free from hexafluorobenzene are in essential agreement with non-selective nature shown in hot atom reactions. The addition of the moderator to the systems changes more markedly the uniform labeling to o,p-orientation in toluene than in benzonitrile, and the 1.17 PhCH3/PhCN tritiation rate (in PhCH3-d8/PhCN, 0.942) to the 1.89 PhCH3/PhCN one (in PhCH3-d8/PhCN, 1.51) when the mole ratio of C6F6/substrate is about 100. These findings agree with the electrophilic nature of the tritium at lower energies. The H/D isotope effect in the moderated system is given as 1.89/1.51 or 1.25 and is substantially the same as that (1.24) in the moderator-free system.
ISSN:0033-8303
1884-4111
DOI:10.3769/radioisotopes.33.11_747