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Tautomeric Hydrogen Bond in Dimers of Ibuprofen Full article

Journal Journal of Physical Chemistry A
ISSN: 1089-5639 , E-ISSN: 1520-5215
Output data Year: 2019, Volume: 123, Number: 26, Pages: 5537-5541 Pages count : 5 DOI: 10.1021/acs.jpca.9b02813
Tags Crystals, Molecular structure, Oligomers, Oscillation, Temperature dependence
Authors Demkin Artem G. 1 , Kolesov Boris A. 1,2
Affiliations
1 Nikolaev Institute of Inorganic Chemistry, Siberian Branch of Russian Academy of Sciences
2 Novosibirsk State University

Abstract: The Raman spectra of polycrystalline samples of (RS)-2-(4-isobutylphenyl)-propionic acid of the common name ibuprofen have been measured in the temperature range 5–300 K. In the low-frequency spectrum of the normal C12H17(COOH) and deuterated C12H17(COOD) species, modes with ∼103 and ∼95 cm–1 wavenumbers were detected, which corresponded to translational vibrations of O–H(D)···O hydrogen bonds of two different tautomers: left L and right R, respectively. At temperatures below 150 K, only the L-tautomer is found, and at T ≥ 150 K, both tautomers are observed. The energy difference ΔE of the ground vibrational state of potential minima for L- and R-tautomers is ∼80 meV for COOH and ∼70 meV for COOD. At T ≥ 150 K, the vibrational frequency of the C═O bond in the COOH moiety exhibits an unusual temperature dependence.
Cite: Demkin A.G. , Kolesov B.A.
Tautomeric Hydrogen Bond in Dimers of Ibuprofen
Journal of Physical Chemistry A. 2019. V.123. N26. P.5537-5541. DOI: 10.1021/acs.jpca.9b02813 WOS Scopus РИНЦ OpenAlex
Dates:
Submitted: Mar 25, 2019
Published online: May 31, 2019
Identifiers:
Web of science: WOS:000474796100012
Scopus: 2-s2.0-85067923984
Elibrary: 41686853
OpenAlex: W2946965427
Citing:
DB Citing
Web of science 13
Scopus 11
Elibrary 12
OpenAlex 14
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