dc.creator Jewell, Richard A. en_US dc.creator Spurr, Robert A. en_US dc.date.accessioned 2006-06-15T12:49:16Z dc.date.available 2006-06-15T12:49:16Z dc.date.issued 1956 en_US dc.identifier 1956-W-3 en_US dc.identifier.uri http://hdl.handle.net/1811/7583 dc.description $^{1}$ Dilke, M. H. and D. D. Eley. J. Chem. Soc. 1949, 2601-2620. $^{2}$ Dilke, M. H., and D. D. Eley, and M. G. Sheppard. Trans. Faraday Soc. 46, 261-270 (1950)."" en_US dc.description Author Institution: Commercial Solvents Corporation; Commercial Solvents Corporation, Hughes Research and Development Laboratories en_US dc.description.abstract The infrared spectra of complexes formed between twelve benzoylic compounds (benzoyl bromide, benzoyl chloride, phenyl benzoate, methyl benzoate, ethyl benzoate, benzaldehyde, benzoic anahydride, benzoic acid, acetophenone, propiophenone, benzamide, and benzophenone) and six metal halides ($SbBr_{3}, SbCl_{3}, FeCl_{3}, AlI_{3}, AlCl_{3}$, and $SbCl_{5}$) together with the $SnCl_{4}$, $HCl_{4}$, and $AlBr_{3}$ complexes of benzaldehyde have been studied in the 5.0 to 7.5 $\mu$ carbonyl region. A shift in the characteristic carbonyl wavelength of each benzoylic compound has been taken as prima-facie evidence of complex formation. The decreasing order of these metal halides to effect a shift in the characteristic carbonyl wavelength is: $SbCl_{5}$, $AlCl_{3}$, $AlBr_{3}$, $AlI_{3}$, $FeCl_{3}$,$TlCl_{4}$, $SnCl_{4}$, $SbCl_{3}$, $SbBr_{3}$. No wavelength shifts were observed with either $SnI_{4}$ or $SbI_{3}$. This order bears a striking resemblance to the catalytic effectiveness of these metal halides in a Friedel-Crafts reaction. The investigation has further shown the existence of a straight-line relationship between the amount of shift in the characteristic carbonyl wavelength and the bond energy of the complex (1, 2) provided the comparison be made for complexes of a single benzoylic compound and halides of metals in the same valence state. en_US dc.format.extent 136641 bytes dc.format.mimetype image/jpeg dc.language.iso English en_US dc.publisher Ohio State University en_US dc.title SHIFTS IN THE CHARACTERISTIC CARBONYL WAVELENGTH en_US dc.type article en_US
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