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UV and IR Spectral Characteristics of Chloramben in Selected Environments

Published online by Cambridge University Press:  12 June 2017

V. E. Berkheiser  and
J. L. Ahlrichs
V. E. Berkheiser
Affiliation:
Dep. Agron., Purdue Univ., West Lafayette, IN 47907
J. L. Ahlrichs
Affiliation:
Dep. Agron., Purdue Univ., West Lafayette, IN 47907
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Abstract

Ultraviolet (UV) absorption spectra were recorded of chloramben (3-amino-2,5-dichlorobenzoic acid) and selected relatives in solutions of different pH's. From these spectra, the Broensted acid-base properties of chloramben were deduced. Interpretations of solution spectra were applied to UV absorption spectra of chloramben adsorbed onto Ca-montmorillonite at low water content. Infrared (IR) transmittance spectra were recorded of chloramben and selected derivatives in KBr pellets and band assignments were made. Interpretations of these spectra were also applied to IR spectra of chloramben adsorbed onto Ca-montmorillonite at low water content. Both UV and IR measurements indicated that protonation of the amino group occurs and that the carboxyl group of chloramben is strongly hydrogen-bonded to the hydration water of the interlayer cations.

Type
Research Article
Information
Weed Science , Volume 24 , Issue 1 , January 1976 , pp. 107 - 114
Copyright
Copyright © 1976 by the Weed Science Society of America 

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References

Literature Cited

1. Angell, C.L. and Schaffer, P.C. 1965. Infrared spectroscopy investigations of zeolites and adsorbed molecules. J. Phys. Chem. 69:3463–3470.CrossRefGoogle Scholar
2. Bailey, G.W. and Karickhoff, S.W. 1973. UV-VIS spectroscopy in the characterization of clay mineral surfaces. Anal. Lett. 6:43–49.Google Scholar
3. Bellamy, L.J. 1958. The infrared spectra of complex molecules. John Wiley and Sons., Inc., New York, 423 pp.Google Scholar
4. Doub, L. and Vandenbelt, J.M. 1947. The ultraviolet absorption spectra of simple unsaturated compounds. I. Mono- and p-disubstituted benzene derivatives. J. Amer. Chem. Soc. 69:2714–2723.CrossRefGoogle Scholar
5. Doub, L. and Vandenbelt, J.M. 1949. The ultraviolet absorption spectra of simple unsaturated compounds. II. m- and o-disubstituted benzene derivatives. J. Amer. Chem. Soc. 71:2414–2420.Google Scholar
6. Farmer, W.J. and Ahlrichs, J.L. 1969. Infrared studies of the mechanism of absorption of urea-d4, methylurea-d2, and 1,1-dimethylurea-d2 by montmorillonite. Proc Soil Sci. Soc. Amer. 33:254–258.Google Scholar
7. Green, J.H.S., Kynaston, W., and Lindsey, A.S. 1961. The vibrational spectra of benzene derivatives – I. Nitrobenzene, the benzoate ion, alkali metal benzoates and salicylates. Spectrochim. Acta 17:486–502.Google Scholar
8. Hadzi, D. and Pintar, M. 1958. The OH in-plant deformation and the C-O stretching frequencies in monomeric carboxylic acids and association shifts. Spectrochim. Acta 12:162–168.CrossRefGoogle Scholar
9. Hadzi, D. and Sheppard, N. 1953. The infrared absorption bands associated with the COOH and COOD groups in dimeric carboxylic acids. I. The region from 1500 to 500 cm-1 . Proc. Roy. Soc., London. A216:247–266.Google Scholar
10. Jaffe, H.H. and Orchin, M. 1970. Theory and applications of ultraviolet spectroscopy. John Wiley and Sons., Inc., New York, 624 pp.Google Scholar
11. Mortland, M.M. and Meggitt, W.F. 1966. Interaction of ethyl N,N-di-n-propylthiocarbamate (EPTC) with montmorillonite. J. Agr. Food Chem. 14:126–129.Google Scholar
12. Moser, C. and Kohlenberg, A.I. 1951. The ultraviolet absorption spectra of some benzoic acids with electron repelling substituents. J. Chem. Soc., London. 1951:804–809.Google Scholar
13. Parfitt, R.L. and Mortland, M.M. 1968. Ketone absorption on montmorillonite. Proc. Soil Sci. Soc Amer. 32:355–363.Google Scholar
14. Pasto, D.J. and Johnson, C.R. 1969. Organic structure determination. Prentice-Hall, Inc., Englewood Cliffs, N.J., 513 pp.Google Scholar
15. Ross, S.D. 1948. Steric inhibition of resonance in chlorinated benzoic acids. J. Amer. Chem. Soc 70:4039–4041.Google Scholar
16. Swoboda, A.R. and Kunze, G.W. 1968. Reactivity of montmorillonite surfaces with weak organic bases. Proc. Soil Sci. Soc. Amer. 32:806–811.CrossRefGoogle Scholar
17. Tensmeyer, L.G., Hoffmann, R.W., and Brindley, G.W. 1960. Infrared studies of some complexes between ketones and calcium montmorillonite. J. Phys. Chem. 64:1655–1662.Google Scholar
18. Ungnade, J.E. 1953. The effect of solvents on the absorption spectra of aromatic compounds. J. Amer. Chem. Soc. 75:432–434.Google Scholar
19. Vratny, F., Rao, C.N.R., and Dilling, M. 1961. Infrared spectra of metal acetates. Anal. Chem. 33:1455.Google Scholar
20. Yariv, S., Heller, L., and Sofer, Z. 1968. Sorption of aniline by montmorillonite. Isr. J. Chem. 6:741–756.CrossRefGoogle Scholar
21. Yariv, S., Russell, J.D., and Farmer, V.C. 1966. Infrared study of the absorption of benzoic acid and nitrobenzene in montmorillonite. Isr. J. Chem. 4:301–313.Google Scholar