Conclusions
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1.
The propargyl radical, obtained by vacuum pyrolysis of propargyl iodide and dipropargly oxalate, has been stabilized in an argon matrix at 12 K and characterized by IR spectroscopy on the basis of 12 of its absorption bands.
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2.
The vibration frequencies of the propargyl radical have been calculated theoretically, the observed bands have been assigned to normal vibrations, and the force field of this radical has been determined.
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3.
The values obtained for the stretching vibration frequencies νC≡C, νC-C, νCH, and νCH2 indicate strengthening of the ordinary carbon-carbon bond and weakening of the triple bond in the propargyl radical as a result of electron density delocalization in the conjugated system of orbitals.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1058–1067, May, 1989.
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Korolev, V.A., Mal'tsev, A.K. & Nefedov, O.M. Infrared spectroscopic investigation of propargyl radicals stabilized in low-temperature argon matrix. Russ Chem Bull 38, 957–964 (1989). https://doi.org/10.1007/BF00955425
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DOI: https://doi.org/10.1007/BF00955425