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

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.


1976 ◽  
Vol 54 (4) ◽  
pp. 642-646 ◽  
Author(s):  
R. S. Brown

The photoelectron spectra of cis- and trans-2-aminocyclopentanol and cis- and trans-2-(N,N,-dimethylamino)cyclopentanol have been recorded and interpreted. The cis isomers exhibit N lone pair ionizations at higher ionization energy, and O lone pair ionizations at lower ionization energy than their trans isomers.The results are most consistent with the existence and observation of intramolecular hydrogen-bonding in the cis isomers. Infrared data on these systems also show that the cis isomers exist in the intramolecularly hydrogen-bonded state.



1977 ◽  
Vol 31 (2) ◽  
pp. 110-115 ◽  
Author(s):  
P. F. Krause ◽  
J. E. Katon ◽  
J. M. Rogers ◽  
D. B. Phillips

The polarized infrared spectra of crystalline acetic acid and two of its deuterated derivatives, CH3COOD and CD3COOD, have been recorded from 400 to 4000 cm−1 at cryogenic temperatures. The spectroscopic results have been interpreted on the basis of a factor group analysis based on two structural models: a crystallographic cell composed of four interacting monomer units some of whose vibrational modes are highly perturbed by hydrogen bonding and a unit cell composed of two noninteracting acetic acid chains. The results are discussed in terms of possible interactions between the hydrogen-bonded acetic acid polymeric chains.



1988 ◽  
Vol 41 (12) ◽  
pp. 1935 ◽  
Author(s):  
SD Hamann

The infrared stretching and bending frequencies of isotopically dilute +NHD3 ions in predominantly +ND4 salts have been measured at pressures up to 5 GPa at 25°C. For most of the 28 salts studied, the stretching bands move to higher frequencies with increasing pressure, these results suggesting the absence of any significant hydrogen bonding between the ammonium ions and the anions in the crystals.



1971 ◽  
Vol 49 (6) ◽  
pp. 837-856 ◽  
Author(s):  
D. N. Glew ◽  
N. S. Rath

A study has been made of the infrared O—H bands for CH3OH, DOH, and H2O in solution and of their correlation with hydrogen bonding and solvent basicity. Infrared bands for the three fundamentals and the first bending overtone of H2O and for the O—H stretching fundamentals of DOH and CH3OH have been measured between 30 and −40 °C in a solvent range extending from weakly interacting fluorocarbons to strongly hydrogen-bonding organic amines. The O—H stretching bands for the weakly acidic solutes CH3OH, DOH, and H2O are mostly Lorentzian in shape and move to lower frequencies with higher extinctions in the more basic solvents. Many correlations are found between the stretching frequencies and band areas, and between the frequencies and solvent basicity. Monofunctional CH3OH is found to be a stronger acid and forms stronger hydrogen-bonds with a given base than do the doubly bonded DOH and HOH which show equal dibasic acid strengths.The wide, overlapped, fundamental stretching bands for H2O strongly hydrogen-bonded to the tertiary amines and for ice have been partially resolved and unequivocally assigned, showing that there is no cross-over of the ν 3 and ν1 bands despite the strong hydrogen-bonding.At higher temperatures in solvents containing both hydrophobic and strongly basic groups water was found with the lower Cs type symmetry, in which unbonded O—H groups gave sharp bands in the 3680–3650 cm−1 region in addition to the wide hydrogen-bonded bands at lower frequencies.





1959 ◽  
Vol 81 (24) ◽  
pp. 6472-6477 ◽  
Author(s):  
Emil J. Moriconi ◽  
William F. O'Connor ◽  
Lester P. Kuhn ◽  
Elizabeth A. Keneally ◽  
Frederick T. Wallenberger


Tetrahedron ◽  
1973 ◽  
Vol 29 (19) ◽  
pp. 3019-3022 ◽  
Author(s):  
A. Kolbe


1968 ◽  
Vol 46 (20) ◽  
pp. 3255-3261 ◽  
Author(s):  
M. J. D. Low ◽  
V. V. Subba Rao

Infrared spectra were recorded of pyridine (PY) sorbed on highly dehydroxylated, deuterated, and fluoridated porous glass, as well as on pure silica and boria-impregnated silica. The hydrogen atoms of sorbed PY exchange with surface OD groups. Physical adsorption occurs by hydrogen bonding of PY to SiOH and B—OH groups via the PY nitrogen atom; there is some interaction of the ring π system with OH groups. Surface B:PY complexes form by coordination of PY to boron; the B:PY may be hydrogen bonded to B—OH groups. Some PY dissociates, and OH groups are generated.



1973 ◽  
Vol 51 (24) ◽  
pp. 4152-4158 ◽  
Author(s):  
Albert Richard Norris ◽  
James William Lennox Wilson

The hydrogen peroxide oxidation of thiocyanate ion in cis- and trans-[Coen2NH3NCS]2+ leads to the formation of the corresponding cis- and trans-cyanoammine- and diamminebis(ethylenediamine)cobalt-(III) complexes. The spectral properties of the previously unreported trans-[Coe2NH3CN]2+ are reported and compared to the spectral properties of the cis-isomer.Observations are made concerning the reaction conditions which favor a high percent conversion of trans-[Coen2NH3NCS]2+ to trans-[Coen2NH3CN]2+.



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