Vibrational spectra and normal coordinate analysis of lithium pyruvate monohydrate and its isotopic compounds

Kazuhiko Hanai; Akio Kuwae; Ko-Ki Kunimoto; Soh-Ichi Kitoh

doi:10.5155/eurjchem.5.2.305-310.1004

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Published: Jun 30, 2014

DOI: https://doi.org/10.5155/eurjchem.5.2.305-310.1004

Keywords:

Gem-Diol form, Isotope shifts, IR spectroscopy, Raman spectroscopy, Normal coordinate analysis, Lithium pyruvate monohydrate

Section

Research Article

Issue

Vol. 5 No. 2 (2014): June 2014

Dates

Received 2013-12-18
Accepted 2014-02-01
Published 2014-06-30

Kazuhiko Hanai

Graduate School of Natural Sciences, Nagoya City University, Mizuho-Ku, Nagoya 467-8501, Japan

Akio Kuwae

Graduate School of Natural Sciences, Nagoya City University, Mizuho-Ku, Nagoya 467-8501, Japan

Ko-Ki Kunimoto

Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-Machi, Kanazawa 920-1129, Japan

Soh-Ichi Kitoh

Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-Machi, Kanazawa 920-1129, Japan

Abstract

IR and Raman spectra of lithium pyruvate monohydrate and its O- and C-deuterated and ¹³C- and ¹⁸O-substituted compounds have been recorded in the solid state, and the observed bands have been assigned by using the isotope effects and the normal coordinate calculations based on the gem-diol structure (lithium 2,2-dihydroxypropionate). The refined force constants have well reproduced the observed frequencies and the ¹³C- and ¹⁸O-shifts. These results support the structures of these compounds discussed by many authors. The potential energy distributions show that many vibrational modes are very complicated except for the well-known group vibrations. The additive property of the isotopic frequency shifts has also been discussed.

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Hanai, K.; Kuwae, A.; Kunimoto, K.-K.; Kitoh, S.-I. Vibrational Spectra and Normal Coordinate Analysis of Lithium Pyruvate Monohydrate and Its Isotopic Compounds. Eur. J. Chem. 2014, 5, 305-310.

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References

[1]. Bayard, P. Compt. Rend. 1937, 204, 177-179.

[2]. Josien, M. L.; Joussot-Dubien, M.; Vizet, J. Bull. Soc. Chim. Fr. 1957, 1148-1152.

[3]. Bellamy, L. J.; Willams, R. L. Biochem. J. 1958, 68, 81-84.

[4]. Anderson, D. M. W.; Bellamy, L. J.; Williams, R. L. Spectrochim. Acta 1958, 12, 233-238.
http://dx.doi.org/10.1016/0371-1951(58)80037-5

[5]. Jencks, W. P.; Carriuolo, J. Nature 1958, 182, 598-599.
http://dx.doi.org/10.1038/182598b0

[6]. Long, D. A.; George, W. O. Trans. Faraday Soc. 1960, 56, 1570-1581.
http://dx.doi.org/10.1039/tf9605601570

[7]. Long, D. A.; George, W. O. Proc. Chem. Soc. London 1960, 242-243.

[8]. Gold, V.; Socrates, G.; Crampton, M. R. J. Chem. Soc. 1964, 5888-5889.

[9]. Becker, M.; Ber. Bunsenges. 1964, 68, 669-676.

[10]. Greenzaid, P.; Luz, Z.; Samuel, D. J. Am. Chem. Soc. 1967, 89, 749-756.
http://dx.doi.org/10.1021/ja00980a004

[11]. Öjelund, G.; Wadsö, I. Acta. Chem. Scand. 1967, 21, 1408-1414.
http://dx.doi.org/10.3891/acta.chem.scand.21-1408

[12]. Pocker, Y.; Meany, J. E.; Nist, B. J.; Zadorojny, C. J. Phys. Chem. 1969, 73, 2879-2882.
http://dx.doi.org/10.1021/j100843a015

[13]. Larsen, P. O.; Wieczorkowska, E. Acta. Chem. Scand. 1974, B28, 92-96.
http://dx.doi.org/10.3891/acta.chem.scand.28b-0092

[14]. Cooper, A. J. L.; Redfield, A. G. J. Biol. Chem. 1975, 250, 527-532.

[15]. Kokesh, F. C. J. Org. Chem. 1976, 41, 3593-3599.
http://dx.doi.org/10.1021/jo00884a025

[16]. Sciacovelli, O.; Dell'Atti, A.; De Giglio, A.; Cassidei, L. Z. Naturforsch. 1976, 31c, 5-11.

[17]. Cassidei, L.; Dell'Atti, A.; Sciacovelli, O. Z. Naturforsch. 1976, 31c, 641-645.

[18]. Cassidei, L.; Dell'Atti, A.; Sciacovelli, O. Z. Naturforsch. 1980, 35c, 1-5.

[19]. Hollenstein, H. Ber. Bunsenges. Phys. Chem. 1978, 82, 55-57.
http://dx.doi.org/10.1002/bbpc.19780820135

[20]. Hollenstein, H.; Akermann, F.; Günthard, Hs. H. Spectrochim. Acta 1978, 34A, 1041-1063.
http://dx.doi.org/10.1016/0584-8539(78)80127-5

[21]. Katon, J. E.; Covington, D. T. Spectrosc. Lett. 1979, 12, 761-766.
http://dx.doi.org/10.1080/00387017908069202

[22]. Ray, W. J.; Katon, J. E.; Phillips, D. B. J. Mol. Struct. 1981, 74, 75-84.
http://dx.doi.org/10.1016/0022-2860(81)80009-9

[23]. Hurley, T. J.; Carrell, H. L.; Gupta, R. K.; Schwartz, J.; Glusker, J. P. Arch. Biochem. Biophys. 1979, 193, 478-486.
http://dx.doi.org/10.1016/0003-9861(79)90054-7

[24]. Kakihana, M.; Okamoto, M. J. Phys. Chem. 1984, 88, 1797-1804.
http://dx.doi.org/10.1021/j150653a026

[25]. Fischer, G.; Flatau, S.; Schellenberger, A.; Zschunke, A. J. Org. Chem. 1988, 53, 214-216.
http://dx.doi.org/10.1021/jo00236a050

[26]. Rach, W.; Gattow, G. Z. Anorg. Allg. Chem. 1988, 562, 160-164.
http://dx.doi.org/10.1002/zaac.19885620120

[27]. Kivach, L. N.; Ksenofontov, M. A.; Podtynchenko, S. G.; Strekal, N. D. Dokl. Akad. Nauk BSSR 1989, 33, 321-324.

[28]. Hanai, K.; Kuwae, A.; Kawai, S.; Ono, Y. J. Phys. Chem. 1989, 93, 6013-6016.
http://dx.doi.org/10.1021/j100353a016

[29]. Hanai, K.; Kawai, S.; Kuwae, A. J. Mol. Struct. 1991, 245, 21-27.
http://dx.doi.org/10.1016/0022-2860(91)87003-Z

[30]. Kuwae, A.; Hanai, K.; Oyama, K.; Uchino, M. Lee, H.-H. Spectrochim. Acta 1993, 49A, 125-133.
http://dx.doi.org/10.1016/0584-8539(93)80267-E

[31]. Reva, I. D.; Stepanian, S. G.; Adamowicz, L.; Fausto, R. J. Phys. Chem. 2001, A105, 4773-4780.

[32]. Duczmal, K.; Darowska, M.; Raczyńska, E. D. Vib. Spectrosc. 2005, 37, 77-82.
http://dx.doi.org/10.1016/j.vibspec.2004.06.006

[33]. Hanai, K.; Kuwae, A.; Sugawa, Y.; Kunimoto, K.-K.; Maeda, S. J. Mol. Struct. 2007, 837, 101-106.
http://dx.doi.org/10.1016/j.molstruc.2006.10.006

[34]. Zhu, J.; Geris, A. J.; Wu, G. Phys. Chem. Chem. Phys. 2009, 11, 6972-6980.
http://dx.doi.org/10.1039/b906438a

[35]. Nemenoff, R. A.; Snir, J.; Scheraga, H. A. J. Phys. Chem. 1978, 82, 2521-2526.
http://dx.doi.org/10.1021/j100512a012

[36]. Murto, J.; Raaska, T.; Kunttu, H.; Räsänen, M. J. Mol. Struct. (Theochem) 1989, 200, 93-101.
http://dx.doi.org/10.1016/0166-1280(89)85046-8

[37]. Zhou, Z.; Du, D.; Fu, A. Vib. Spectrosc. 2000, 23, 181-186.
http://dx.doi.org/10.1016/S0924-2031(00)00061-8

[38]. Duczmal, K.; Hallmann, M.; Raczyńska, E. D.; Gal, J.-F.; Maria, P.-C. Polish J. Chem. 2007, 81, 1011-1020.

[39]. Hanai, K.; Kuwae, A.; Kunimoto, K.-K.; Kitoh, S. (E-mail: hanai@nsc.nagoya-cu.ac.jp). Unpublished data.

[40]. Margolis, S. A.; Coxon, B. Anal. Chem. 1986, 58, 2504-2510.
http://dx.doi.org/10.1021/ac00125a033

[41]. Burton, T. M.; Degering, Ed. F. J. Am. Chem. Soc. 1940, 62, 227-227.

[42]. Tschelinzeff, W.; Schmidt, W. Chem. Ber. 1929, 62, 2210-2212.
http://dx.doi.org/10.1002/cber.19290620855

[43]. Miyake, A. Bull. Chem. Soc. Jpn. 1959, 32, 1381-1383.
http://dx.doi.org/10.1246/bcsj.32.1381

[44]. Kakihana, M.; Akiyama, M. J. Phys. Chem. 1987, 91, 4701-4709.
http://dx.doi.org/10.1021/j100302a015

[45]. Rach, W.; Kiel, G.; Gattow, G. Z. Anorg. Allg. Chem. 1988, 563, 87-95.
http://dx.doi.org/10.1002/zaac.19885630113

[46]. Mizushima, S.; Shimanouchi, T. Sekigaisen Kyushu to Raman Koka (Infrared Absorptions and Raman Effects), Kyouritsu-Shuppan Co., Tokyo, 1970.

[47]. Tanaka, C. Nippon Kagaku Zasshi 1962, 83, 657-660.
http://dx.doi.org/10.1246/nikkashi1948.83.6_657

[48]. Wilson, E. B. Jr; Decius, J. C.; Cross, P. C. Molecular Vibrations. The Theory of Infrared and Raman Vibrational Spectra, McGraw-Hill Book Co., Inc., New York, 1955.

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