Infrared spectra of hydrogen-bonded salicylic acid and its derivatives. Methyl salicylate

1985 ◽  
Vol 63 (6) ◽  
pp. 1344-1344
Author(s):  
Marek J. Wójcik ◽  
Czeslawa Paluszkiewicz
Keyword(s):  
Salicylic Acid ◽  
Infrared Spectra ◽  
Methyl Salicylate ◽  
Hydrogen Bonded

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Infrared spectra of hydrogen-bonded salicylic acid and its derivatives. Methyl salicylate

1983 ◽  
Vol 61 (7) ◽  
pp. 1449-1452 ◽  
Author(s):  
Marek J. Wójcik ◽  
Czesława Paluszkiewicz
Keyword(s):  
Infrared Spectra ◽  
Methyl Salicylate ◽  
Low Frequency ◽  
Far Infrared ◽  
Gaseous State ◽  
Stretching Vibration ◽  
Intramolecular Hydrogen ◽  
Solid Liquid ◽  
Far Infrared Spectra ◽  
Hydrogen Bonded

Infrared spectra of hydrogen-bonded methyl salicylate have been studied in the temperature range 173–293 K, in solutions of various concentrations (in CCl4) and in the gaseous state. Results show that the molecules form monomerie intramolecular hydrogen bonds in the solid, liquid, and gaseous state. Far-infrared spectra were recorded which give the wavenumber of low-frequency O … O mode used in theoretical reconstruction of the band connected with the O—H stretching vibration. The position and especially the width of this band are determined to a large extent by the influence of the environment.

Effect of Pressure on the Infrared Spectra of Some Hydrogen‐Bonded Solids

1964 ◽  
Vol 41 (1) ◽  
pp. 47-50 ◽  
Author(s):  
Joseph Reynolds ◽  
Sanford S. Sternstein
Keyword(s):  
Infrared Spectra ◽  
Effect Of Pressure ◽  
Hydrogen Bonded

Infrared spectra of aqueous sodium benzoates and salicylates in the carboxyl-stretching region: chelation in aqueous sodium salicylates

1969 ◽  
Vol 47 (24) ◽  
pp. 4577-4588 ◽  
Author(s):  
G. E. Dunn ◽  
R. S. McDonald
Keyword(s):  
Salicylic Acid ◽  
Carbon Tetrachloride ◽  
Infrared Spectra ◽  
Aromatic Compounds ◽  
Deuterium Oxide ◽  
Substituent Effects ◽  
Good Evidence ◽  
Frequency Region ◽  
Aqueous Sodium ◽  
Substituent Constants

Infrared spectra in the frequency region 1300–1760 cm−1 are reported for 41 substituted sodium benzoates and 10 substituted sodium salicylates in deuterium oxide solution, and for 9 substituted salicylic acids in chloroform and carbon tetrachloride solutions. Carboxylate stretching frequencies of benzoates and salicylates correlate poorly with substituent constants, but the asymmetric frequencies of benzoates and salicylates correlate well with each other, and the asymmetric frequencies of benzoates correlate well with the asymmetric frequencies of the corresponding nitrobenzenes. It is suggested that, among substituted aromatic compounds, group vibrations which couple with the ring vibrations may correlate well with similar vibrations of other groups, but not with coupled vibrations of different symmetry, uncoupled vibrations, or substituent constants. Chelation in chloroform solutions of salicylic acid dimers can be detected by its influence on substituent effects, but infrared spectra provide no good evidence for chelation in aqueous sodium salicylates.

Hydrogen bonding and conformation in cis- and trans-2-alkoxy-3-hydroxytetrahydrofurans

1968 ◽  
Vol 46 (1) ◽  
pp. 21-24 ◽  
Author(s):  
W. W. Zajac Jr. ◽  
F. Sweet ◽  
R. K. Brown
Keyword(s):  
Hydrogen Bonding ◽  
Infrared Spectra ◽  
Hydroxyl Absorption ◽  
Cis And Trans ◽  
In Cis ◽  
Infrared Data ◽  
Hydrogen Bonded

Infrared spectra show both free and hydrogen bonded hydroxyl absorption in several trans-2-alkoxy-3-hydroxytetrahydrofurans. The extent of non-bonded hydroxyl is greater than that of bonded hydroxyl. Suggestions are made of possible conformations which might account for the infrared data.

Serum Concentrations of Salicylic Acid following Topically Applied Salicylate Derivatives

1996 ◽  
Vol 30 (9) ◽  
pp. 935-940 ◽  
Author(s):  
Pina Morra ◽  
William R Bartle ◽  
Scott E Walker ◽  
S Nicole Lee ◽  
Susan K Bowles ◽  
...  
Keyword(s):  
Salicylic Acid ◽  
Rate Constant ◽  
Maximum Concentration ◽  
Methyl Salicylate ◽  
Absorption Rate ◽  
The Other ◽  
Pharmacokinetic Parameters ◽  
Absorption Rate Constant ◽  
Serum Concentrations ◽  
Women Volunteers

OBJECTIVE: To compare the rate and extent of systemic salicylate absorption following single and multiple applications of two topically applied analgesics, one containing methyl salicylate and the other containing trolamine salicylate. DESIGN: Two-period, two-treatment, randomized, crossover, multiple-dose study in healthy men and women volunteers. PARTICIPANTS: Six men and six women volunteers, 21–14 years of age. INTERVENTIONS: Subjects applied 5 g of an ointment containing 12.5% methyl salicylate twice daily for 4 days (8 doses) or a cream containing trolamine 10% twice daily for two doses, to a 10-cm2 area on the thigh. Treatment order and leg (right or left) were assigned randomly. Subjects were crossed over to the alternate treatment on the other leg after a minimum washout period of 7 days. MAIN OUTCOME MEASURES: The total amount of salicylate recovered in the urine during two dosing intervals (24 hours) on each study day, relative to the applied dose, was used to calculate the bioavailability of each product. Mean standard pharmacokinetic parameters including area under the curve, maximum concentration (Cmax), time to maximum concentration, and minimum concentrations at steady-state were determined from serum concentrations. Serum concentrations were fit to three pharmacokinetic models and the suitability of each model was evaluated. Estimates of absorption rate constant, clearance, volume, and fraction absorbed on day 1 were estimated by using the best-fitting model. RESULTS: Salicylic acid could not be detected in serum after trolamine application. However, concentrations between 0.31 and 0.91 mg/L were detected within 1 hour of the first application of methyl salicylate and Cmax, between 2 and 6 mg/L were observed following the seventh application on day 4. Both the extent and rate of absorption changed after the first 24 hours. The absorption rate constant increased significantly from the first to the seventh dose (first dose absorption rate constant: 0.16 h−1; seventh dose: 0.28 h−1; p < 0.035). Urinary recovery of total salicylate (salicylic acid and principal metabolites of salicylic acid) during the first 24 hours of the methyl salicylate phase averaged 175.2 mg, exceeding the 6.9 mg (p < 0.05) recovered during the trolamine phase. The recovery of salicylate in the urine in the first 24 hours after application of methyl salicylate was significantly greater than the 1.4% recovered after application of trolamine (p < 0.05). Furthermore, the fraction of methyl salicylate recovered in the urine increased significantly from 15.5% on day 1 to approximately 22% on the second, third, and fourth days. CONCLUSIONS: A considerable amount of salicylic acid may be absorbed through the skin after topical application of methyl salicylate products and this may increase with multiple applications. Caution is warranted in patients for whom systemic salicylate may be hazardous or problematic.

Infrared spectra of hydrogen bonded crystals: Uracil

1974 ◽  
Vol 26 (3) ◽  
pp. 327-328 ◽  
Author(s):  
Andrzej Witkowski ◽  
Marek Wójcik
Keyword(s):  
Infrared Spectra ◽  
Hydrogen Bonded

Infrared spectra of hydrogen-bonded .pi. complexes between hydrogen halides and acetylene

1980 ◽  
Vol 102 (9) ◽  
pp. 2892-2896 ◽  
Author(s):  
Stephen A. McDonald ◽  
Gary L. Johnson ◽  
Brian W. Keelan ◽  
Lester Andrews
Keyword(s):  
Infrared Spectra ◽  
Hydrogen Halides ◽  
Pi Complexes ◽  
Hydrogen Bonded
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