The Association of Three Branched Alkyl Derivatives of 3‐Pentanol

Kunst, M.; Duijn, D. van; Bordewijk, P.

doi:10.1002/bbpc.19780821010

Cited by 9 publications

(5 citation statements)

References 17 publications

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“…The appearance of a new band in this region can be due to the form ation of open-chain multimers, where the nonbonded, or pseudo-free, hydroxyl group contributes with an absorption band. 2,6,8,9 Inspection of the second-derivative spectra of 2,4-dimethyl-3-pentanol reveals that, in the high-frequency rotamer, a low-frequency shoulder appears before any shift of the two original rotamer bands is obser ved. In 3-ethyl-3-pentanol, a high-frequency shoulder arises in the low-frequency rotamer, and no shift is initially obser ved in the high-frequency rotamer.…”

Section: Resultsmentioning

confidence: 99%

“…Graphical procedures have been used to obtain such estimates. 2,6,8,9,24 These procedures assume that an equilibrium between the monomer and one type of multimer describes the association process for a certain range of concentration. For the equilibrium nM > M n (5) the association equilibrium constant K is given by…”

Section: Resultsmentioning

confidence: 99%

“…In order to estimate the association number, estimates of the species concentrations m ust rst be obtained. Førland et al, 2 Kunst et al, 6 and Frohlich 24 used observed peak absorbances as concentration estimates, and Iwahashi et al 9 used estimated molar extinction coef cients.…”

Section: Resultsmentioning

confidence: 99%

“…Therefore, branched/sterically hindered alcohols do not form a -m ultimers if the hindrance is large enough. [3][4][5][6][7][8] In the concentration range from dilute to intermediate concentrations, linear associates, as well as cyclic or closed m ultimers. These assignments are based on both IR and dielectric measurements.…”

Section: Introductionmentioning

confidence: 99%

“…[2][3][4][5] A further detailed assignment of the structure and degree of association in the low concentration range (up to ; 0.1 M) of m any alcohols, both linear and branched, is m ade by describing the associations as 1-2-4 equilibria of monomers, dimers, and tetramers. [3][4][5][6]8 However, at higher concentrations the same alcohols, or alcohols of similar structure, have been described by monomer-tetramer equilibria based on IR 1 or near-infrared (NIR) 9 measurem ents.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Studies of Self-Association in Alcohols (ROH) as Functions of Concentrations and Temperature. Part II: Curve Resolution of Concentration Series

Nodland

2000

Appl Spectrosc

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Self-association of six mono-hydroxyl aliphatic alcohols in CCl4 has been investigated with the use of infrared (IR) spectroscopy and methods for curve resolution. The alcohols were 1-octanol, 1-propanol, 2,4-dimethyl-3-pentanol, 2-methyl-2-propanol, 3-ethyl-3-pentanol, and 3-methyl-2-pentanol. Curve resolution of the OH stretching region assumes that distinct associates due to hydrogen bonding can be regarded as chemical species. The resolution aimed at determining the number, the structure, and the sizes of the associates in different concentration ranges. Analyses of the spectra, in limited concentration ranges, resulted in models containing up to three different species: monomers, open-chain multimers, and cyclic multimers. The size of the multimers was found to increase with increasing alcohol concentration. The resolved concentration profiles enable prediction of molar concentrations of the different alcohol species at all solute concentrations and estimation of the equilibrium constants involved. The molar extinction coefficients for all species at all wavenumbers can also be estimated.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Studies of Self-Association in Alcohols (ROH) as Functions of Concentrations and Temperature. Part II: Curve Resolution of Concentration Series

Nodland

2000

Appl Spectrosc

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Association of Alcohols in Carbon Tetrachloride and Alkanes

Kunst

Duijn

Bordewijk

1979

Ber Bunsenges Phys Chem

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Comparision of infrared and dielectric data on different n‐alcohols in carbon tetrachloride in the very dilute concentration range/up to 0.15 M) shows that association in these alcohols is to be described with the same model and the same equilibrium constants. Analysis of the multimer absorption gives new evidence for the adequacy of the monomer‐dimer‐tetramer model, and the corresponding association parameters have been determined. ‐ The same correspondence has been observed for n‐alcohols in alkanes, even for different alkanes if molar concentration units are used. For these systems also the monomer‐dimer‐tetramer model has been found to be adequate and the corresponding parameters have been calculated.

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Proton NMR and IR study of self‐association in pyridylalkanols: open or cyclic dimers? higher polymers?

Lomas

Adenier

Cordier

2006

J of Physical Organic Chem

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1 H NMR measurements indicate that (X-pyridyl)alkanols of the general formula (C 5 H 4 N)(CH 2 ) n OH, where n ¼ 1, 2 or 3, self-associate as open dimers, cyclic dimers, trimers and tetramers, with considerable variations depending on the position of the alkyl chain and its length. 2-(X-Pyridyl)propan-2-ols behave like the corresponding pyridylmethanols with, however, somewhat lower association constants. The IR spectra of 3-(X-pyridyl)-2,2,4,4tetramethylpentan-3-ols (X ¼ 3 or 4) in carbon tetrachloride suggest weak association, while the 2-pyridyl derivative occurs mainly as the intramolecularly hydrogen-bonded rotamer. The OH NMR shifts for the 3-and 4-pyridyl derivatives in benzene are concentration-dependent, but neither the equilibrium constants nor the degree of association can be evaluated. Benzyl alcohol in benzene associates as an open dimer and a cyclic tetramer, as does 2phenylpropan-2-ol, only more weakly. Rotation barriers for 3-(X-pyridyl)-2,2,4,4-tetramethylpentan-3-ols (X ¼ 2, 3 or 4) in DMSO or nitrobenzene are 20-21 kcal mol À1 .

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The Association of Three Branched Alkyl Derivatives of 3‐Pentanol

Cited by 9 publications

References 17 publications

Studies of Self-Association in Alcohols (ROH) as Functions of Concentrations and Temperature. Part II: Curve Resolution of Concentration Series

Studies of Self-Association in Alcohols (ROH) as Functions of Concentrations and Temperature. Part II: Curve Resolution of Concentration Series

Association of Alcohols in Carbon Tetrachloride and Alkanes

Proton NMR and IR study of self‐association in pyridylalkanols: open or cyclic dimers? higher polymers?

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