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• W2996824871 endingPage "4904" @default.
• W2996824871 startingPage "4896" @default.
• W2996824871 abstract "Ibuprofen is a well-established non-steroidal anti-inflammatory drug, inhibiting the prostaglandin-endoperoxide synthase. One of the key features defining the ibuprofen structure is the doubly intermolecular O-HO[double bond, length as m-dash]C hydrogen bond in cyclic dimers as know from carboxylic acids and confirmed by X-ray analysis. Until now, there was neither information about the vaporization enthalpy of ibuprofen nor about how this thermal property is determined by the subtle balance between different types of intermolecular interaction. In this study we derive the vaporization enthalpy of ibuprofen from thermochemical experiments to be . We dissected the hydrogen bond energy, EHB = 45.0 kJ mol-1, exclusively from measured vaporization enthalpies of related aliphatic carboxylic acids, their homomorph methyl esters and alkyl acetates, respectively. This contribution from hydrogen bonding could be confirmed almost quantitatively from quantum chemical calculations of ibuprofen clusters, which also suggest dispersion interaction of similar order (Edisp = 47 kJ mol-1). Following the full analysis of the gas-vapor transition enthalpy, we studied the changing structural components from the solid to the liquid phase of ibuprofen by means of Attenuated Total Reflection Infrared (ATR-IR) spectroscopy. The cyclic dimers as observed in the X-ray patterns are essentially preserved in the liquid state just above the melting point. However, with increasing temperature the doubly hydrogen-bonded cyclic dimers are replaced by singly hydrogen-bonded linear dimers in the liquid ibuprofen. The transfer enthalpy from the temperature-dependent equilibria of both dimers as obtained from the IR intensity ratios of the vibrational bands quantifies for the first time the energy of the released, single hydrogen bond to be EHB = 21.0 kJ mol-1. Overall, we show that a combination of thermodynamics, infrared spectroscopy and quantum chemistry provides quantification and detailed understanding of structure and molecular interaction in ibuprofen and related compounds." @default.
• W2996824871 created "2020-01-10" @default.
• W2996824871 creator A5017887666 @default.
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• W2996824871 date "2020-01-01" @default.
• W2996824871 modified "2023-10-18" @default.
• W2996824871 title "Dissecting intermolecular interactions in the condensed phase of ibuprofen and related compounds: the specific role and quantification of hydrogen bonding and dispersion forces" @default.
• W2996824871 cites W1501145371 @default.
• W2996824871 cites W1537932280 @default.
• W2996824871 cites W154885656 @default.
• W2996824871 cites W1818461268 @default.
• W2996824871 cites W1964450246 @default.
• W2996824871 cites W1973910148 @default.
• W2996824871 cites W1974272601 @default.
• W2996824871 cites W1977193241 @default.
• W2996824871 cites W1978072786 @default.
• W2996824871 cites W1983279838 @default.
• W2996824871 cites W1987382827 @default.
• W2996824871 cites W1987899383 @default.
• W2996824871 cites W1991459076 @default.
• W2996824871 cites W1991735951 @default.
• W2996824871 cites W1997823095 @default.
• W2996824871 cites W1999769747 @default.
• W2996824871 cites W2003595536 @default.
• W2996824871 cites W2005688723 @default.
• W2996824871 cites W2006210419 @default.
• W2996824871 cites W2008780823 @default.
• W2996824871 cites W2009272876 @default.
• W2996824871 cites W2010346154 @default.
• W2996824871 cites W2020631512 @default.
• W2996824871 cites W2021691788 @default.
• W2996824871 cites W2025989495 @default.
• W2996824871 cites W2026229358 @default.
• W2996824871 cites W2026636372 @default.
• W2996824871 cites W2028949449 @default.
• W2996824871 cites W2037117133 @default.
• W2996824871 cites W2040616617 @default.
• W2996824871 cites W2043572429 @default.
• W2996824871 cites W2046712558 @default.
• W2996824871 cites W2051094745 @default.
• W2996824871 cites W2053217595 @default.
• W2996824871 cites W2053394963 @default.
• W2996824871 cites W2059098374 @default.
• W2996824871 cites W2059901532 @default.
• W2996824871 cites W2062072952 @default.
• W2996824871 cites W2062353537 @default.
• W2996824871 cites W2062966281 @default.
• W2996824871 cites W2064812046 @default.
• W2996824871 cites W2067536394 @default.
• W2996824871 cites W2070330902 @default.
• W2996824871 cites W2072348273 @default.
• W2996824871 cites W2076094932 @default.
• W2996824871 cites W2078908228 @default.
• W2996824871 cites W2078942920 @default.
• W2996824871 cites W2080172672 @default.
• W2996824871 cites W2080701398 @default.
• W2996824871 cites W2080987910 @default.
• W2996824871 cites W2083018027 @default.
• W2996824871 cites W2084123566 @default.
• W2996824871 cites W2085758254 @default.
• W2996824871 cites W2087088685 @default.
• W2996824871 cites W2092157292 @default.
• W2996824871 cites W2093114346 @default.
• W2996824871 cites W2105979670 @default.
• W2996824871 cites W2109344958 @default.
• W2996824871 cites W2111022120 @default.
• W2996824871 cites W2113505818 @default.
• W2996824871 cites W2117262262 @default.
• W2996824871 cites W2124469640 @default.
• W2996824871 cites W2140581565 @default.
• W2996824871 cites W2144492963 @default.
• W2996824871 cites W2144779172 @default.
• W2996824871 cites W2147771414 @default.
• W2996824871 cites W2152647921 @default.
• W2996824871 cites W2153784088 @default.
• W2996824871 cites W2168367498 @default.
• W2996824871 cites W2216153028 @default.
• W2996824871 cites W2336270984 @default.
• W2996824871 cites W2516796859 @default.
• W2996824871 cites W2529276053 @default.
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• W2996824871 doi "https://doi.org/10.1039/c9cp06641a" @default.
• W2996824871 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31930249" @default.
• W2996824871 hasPublicationYear "2020" @default.
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