Addition of tetrachloromethane to oct-1-ene initiated by amino alcohols |
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Authors: | I G Tarkhanova M G Gantman A O Chizhov V V Smirnov |
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Institution: | (1) Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119992 Moscow, Russian Federation;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation |
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Abstract: | The kinetics and mechanism of an addition of CCl4 to oct-1-ene initiated by amines, aromatic alcohols, and amino alcohols (structural analogs of ephedrin) were studied. The
radical mechanism of the reaction was established by ESR using the technique of spin traps. Aromatic amino alcohols as initiators
are more active than amines and aromatic alcohols of similar structure. They are more selective compared to the amines and
aromatic alcohols and react with CCl4 already at room temperature to form predominantly benzaldehyde. The scheme of initiation by aromatic amino alcohols of the
addition of CCl4 to olefins was proposed on the basis of the experimental data.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1565–1571, September, 2006. |
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Keywords: | radical addition alkenes oct-1-ene carbon tetrachloride 1 1 1 3-tetra-chlorononane 2-(N-methylamino)-1-phenylethanol 2-(N-methylamino)-1-phenylpropan-1-ol 1-phenylethanol morpholine N-methylphenethylamine |
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