Infrared study of the interactions of acetone and siliceous surfaces

1969 ◽  
Vol 47 (14) ◽  
pp. 2545-2554 ◽  
Author(s):  
J. C. McManus ◽  
Yoshio Harano ◽  
M. J. D. Low
Keyword(s):  
Hydrogen Bonds ◽  
Carbonyl Group ◽  
Boron Atom ◽  
Porous Glass ◽  
Carbonyl Groups ◽  
Infrared Study ◽  
Oh Groups ◽  
Silica Surfaces ◽  
Surface Hydroxyls ◽  
Glass Surfaces

Adsorbed acetone is held to silica surfaces by hydrogen bonds between surface silanols and the acetone carbonyl groups. Acetone is adsorbed by this mechanism on porous glass surfaces but there is also some decomposition, as shown by the increase in surface B—OH groups and by formation of new C—H absorptions at 2984 and 2940 cm−1. Experiments with boron-impregnated silica indicated that the presence of boron in the porous glass can account for this decomposition process. Bands at 1660–1670 and 1650 cm−1, observed when acetone and acetone-d6, respectively, were adsorbed on either porous glass or boron-impregnated silica, are attributed to ν(C=O) of the carbonyl group coordinated with a surface boron atom. The surface hydroxyls of both silica and porous glass could exchange with the deuterium of acetone-d6 via a mechanism involving an enol intermediate.

Infrared spectra of the interactions of aniline and porous glass surfaces

1969 ◽  
Vol 47 (8) ◽  
pp. 1281-1287 ◽  
Author(s):  
M. J. D. Low ◽  
V. V. Subba Rao
Keyword(s):  
Nitrogen Atom ◽  
Aromatic Ring ◽  
Secondary Amine ◽  
Infrared Spectra ◽  
Porous Glass ◽  
Weak Interactions ◽  
Amine Group ◽  
Oh Groups ◽  
Glass Surfaces ◽  
Adsorption And Dissociation

Infrared spectra were recorded of aniline sorbed on highly dehydroxylated, deuterated, and on fluoridated porous glass as well as on pure and boria-impregnated silica. The results suggest that two types of weak interactions involving the surface SiOH and B—OH groups occurred; the nitrogen atom of the amine was hydrogen bonded to surface OH and there was an interaction between OH groups and the π system of the aromatic ring. Some aniline chemisorbed on surface boron via the nitrogen atom of the amine group. Some aniline chemisorbed dissociatively to form secondary amine structures bonded through the nitrogen to surface boron atoms and new B—OH groups formed. Surface boron impurity acted as an adsorption and dissociation center.

Tricarbonyl(η5-formylcyclopentadienyl)manganese(I) and tricarbonyl(η5-formylcyclopentadienyl)rhenium(I) containing short π(CO)...π(CO) and π(CO)...π interactions

2012 ◽  
Vol 68 (3) ◽  
pp. m69-m72 ◽  
Author(s):  
Alexander S. Romanov ◽  
Gary F. Angles ◽  
Mikhail Yu. Antipin ◽  
Tatiana V. Timofeeva
Keyword(s):  
Hydrogen Bonds ◽  
Carbonyl Group ◽  
Three Dimensional ◽  
The Other ◽  
Carbonyl Groups ◽  
Π Interactions ◽  
Dimensional Network ◽  
Intermolecular Contacts

The structures of tricarbonyl(formylcyclopentadienyl)manganese(I), [Mn(C6H5O)(CO)3], (I), and tricarbonyl(formylcyclopentadienyl)rhenium(I), [Re(C6H5O)(CO)3], (II), were determined at 100 K. Compounds (I) and (II) both possess a carbonyl group in atransposition relative to the substituted C atom of the cyclopentadienyl ring, while the other two carbonyl groups are in almost eclipsed positions relative to their attached C atoms. Analysis of the intermolecular contacts reveals that the molecules in both compounds form stacks due to short attractive π(CO)...π(CO) and π(CO)...π interactions, along the crystallographiccaxis for (I) and along the [201] direction for (II). Symmetry-related stacks are bound to each other by weak intermolecular C—H...O hydrogen bonds, leading to the formation of the three-dimensional network.

scholarly journals Effect of the Hydration Shell on the Carbonyl Vibration in the Ala-Leu-Ala-Leu Peptide

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2148
Author(s):  
Irtaza Hassan ◽  
Federica Ferraro ◽  
Petra Imhof
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Carbonyl Group ◽  
Perfect Match ◽  
Hydration Shell ◽  
Interaction Strength ◽  
Bond Distance ◽  
Water Molecules ◽  
Carbonyl Groups ◽  
Bond State

The vibrational spectrum of the Ala-Leu-Ala-Leu peptide in solution, computed from first-principles simulations, shows a prominent band in the amide I region that is assigned to stretching of carbonyl groups. Close inspection reveals combined but slightly different contributions by the three carbonyl groups of the peptide. The shift in their exact vibrational signature is in agreement with the different probabilities of these groups to form hydrogen bonds with the solvent. The central carbonyl group has a hydrogen bond probability intermediate to the other two groups due to interchanges between different hydrogen-bonded states. Analysis of the interaction energies of individual water molecules with that group shows that shifts in its frequency are directly related to the interactions with the water molecules in the first hydration shell. The interaction strength is well correlated with the hydrogen bond distance and hydrogen bond angle, though there is no perfect match, allowing geometrical criteria for hydrogen bonds to be used as long as the sampling is sufficient to consider averages. The hydrogen bond state of a carbonyl group can therefore serve as an indicator of the solvent’s effect on the vibrational frequency.

scholarly journals Crystal structure of 1,7,8,9-tetrachloro-4-(3,5-dichlorobenzyl)-10,10-dimethoxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

2015 ◽  
Vol 71 (1) ◽  
pp. o14-o15
Author(s):  
He Liu ◽  
Jia-liang Zhong ◽  
Wen-xia Sun ◽  
Yan-qing Gong ◽  
Li-hong Liu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Carbonyl Group ◽  
Benzene Ring ◽  
Title Compound ◽  
Crystal Packing ◽  
Carbonyl Groups ◽  
Pyrrolidine Ring ◽  
Dipole Interactions ◽  
Compound C

In the title compound, C17H11Cl6NO4, the configuration of the cycloalkene skeleton isendo,cis. The benzene ring is twisted by 58.94 (8)° from the attached pyrrolidine ring. Two carbonyl groups play a key role in the crystal packing. A short intermolecular C...O distance of 3.017 (3) Å reveals that one carbonyl group is involved in dipole–dipole interactions, which link two adjacent enantiomers into an inversion dimer. Another carbonyl group provides an acceptor for the weak intermolecular C—H...O hydrogen bonds which link these dimers into layers parallel to (011).

scholarly journals NEW PYRIDINE-3-SULFONATO TIN (IV), ANTIMONY (III) AND (V) HALO ADDUCTS AND COMPLEXES: SYNTHESIS AND INFRARED STUDY

2019 ◽  
Vol 25 (1) ◽  
Author(s):  
GUEYE AÏSSATOU ◽  
BIRAME DIOP MOUHAMADOU ◽  
LIBASSE DIOP
Keyword(s):  
Hydrogen Bonds ◽  
Water Molecules ◽  
Infrared Study ◽  
Oh Groups ◽  
Supramolecular Architectures ◽  
Chelating Ligand ◽  
Discrete Structures ◽  
Infrared Data

Six new tin (IV), antimony (III) and antimony (V) adducts and complexes have been synthesized. Discrete structures were suggested on the basis of infrared data. Within the structures, the anion behaves as a bidentate, monochelating and monodentate, monodentate and tri O-chelating ligand. The environments around metallic centres are octahedral.<em> </em>Considering preamble of extra hydrogen bonds in compounds containing water molecules and/or OH groups, supramolecular architectures may be given rise.

Infrared spectroscopic study of the hydration of porous glass

1989 ◽  
Vol 54 (4) ◽  
pp. 878-891 ◽  
Author(s):  
Ondřej Ivanek ◽  
Pavel Schmidt ◽  
Bohdan Schneider
Keyword(s):  
Hydrogen Bonds ◽  
Spectroscopic Study ◽  
Infrared Spectra ◽  
Porous Glass ◽  
Glass Surface ◽  
Capillary Condensation ◽  
Water Molecules ◽  
Infrared Spectroscopic Study ◽  
Native State ◽  
Oh Groups

Infrared spectra of mesoporous and macroporous siliceous glasses were measured in the native state and after silylation, at various contents of H2O and D2O. By analysis of these spectra it was found that water is bound to the glass surface by strong hydrogen bonds between the water molecules and isolated Si-OH groups; capillary condensation was observed only in native mesoporous glasses.

PROTONATED CARBONYL GROUPS: III. ANTIPYRINE SALTS

1963 ◽  
Vol 41 (11) ◽  
pp. 2794-2799 ◽  
Author(s):  
Denys Cook
Keyword(s):  
Hydrogen Atom ◽  
Hydrogen Bonds ◽  
Carbonyl Group ◽  
Infrared Spectra ◽  
Strong Absorption ◽  
Carbonyl Groups ◽  
Correlation Field ◽  
Bending Mode ◽  
Out Of Plane ◽  
Stretching Vibration

Salts of antipyrine (2,3-dimethyl-1-phenyl-5-pyrazolone) with halogen acids have been prepared and their infrared spectra from 4000 to 650 cm−1 recorded. Stoichiometrically they are normal 1:1 salts. Identification of bands due to vibrations of the protonating hydrogen atom has been aided by replacement with deuterium atoms. It is concluded that protonation occurs at the carbonyl group from the presence of a doublet (due to correlation field splitting) at 1320 and 1220 cm−1, attributed to the in-plane hydrogen-bending mode. The OH stretching vibration gives rise to bands between 2278 and 2720 cm−1 in the different salts. Out-of-plane hydrogen-bending mode absorptions are observed between 840 and 770 cm−1.More complex acids (HAsF6 etc.) give the anomalous 2 base:1 acid salts, characterized by strong absorption below 1400 cm−1, which probably contain strong, possibly symmetrical, hydrogen bonds.

scholarly journals NEW PYRIDINE-3-SULFONATO TIN (IV), ANTIMONY (III) AND (V) HALO ADDUCTS AND COMPLEXES: SYNTHESIS AND INFRARED STUDY

2019 ◽  
Vol 25 (1) ◽  
pp. 25-29
Author(s):  
AÏSSATOU GUEYE ◽  
MOUHAMADOU BIRAME DIOP ◽  
LIBASSE DIOP
Keyword(s):  
Hydrogen Bonds ◽  
Water Molecules ◽  
Infrared Study ◽  
Oh Groups ◽  
Supramolecular Architectures ◽  
Chelating Ligand ◽  
Discrete Structures ◽  
Infrared Data

Six new tin (IV), antimony (III) and antimony (V) adducts and complexes have been synthesized. Discrete structures were suggested on the basis of infrared data. Within the structures, the anion behaves as a bidentate, monochelating and monodentate, monodentate and tri O-chelating ligand. The environments around metallic centres are octahedral. Considering preamble of extra hydrogen bonds in compounds containing water molecules and/or OH groups, supramolecular architectures may be given rise.

On the Reaction of 2,5-Dihydroxy-[1,4]-benzoquinone with Diamines – Strain-induced Reactivity Effects

2020 ◽  
Vol 24 ◽  
Author(s):  
Hubert Hettegger ◽  
Andreas Hofinger ◽  
Thomas Rosenau
Keyword(s):  
Nucleophilic Substitution ◽  
Product Structure ◽  
Carbonyl Groups ◽  
Reaction Products ◽  
Double Bonds ◽  
Oh Groups ◽  
Natural Geometry ◽  
Quinoid Structure ◽  
Bond Localization

: The regioselectivity of the reaction of 2,5-dihydroxy-[1,4]-benzoquinone (DHBQ) with diamines could not be explained satisfactorily so far. In general, the reaction products can be derived from the tautomeric ortho-quinoid structure of a hypothetical 4,5-dihydroxy-[1,2]-benzoquinone. However, both aromatic and aliphatic 1,2-diamines form in some cases phenazines, formally by diimine formation on the quinoid carbonyl groups, and in other cases the corresponding 1,2- diamino-[1,2]-benzoquinones, by nucleophilic substitution of the OH groups, the regioselectivity apparently not following any discernible pattern. The reactivity was now explained by an adapted theory of strain-induced bond localization (SIBL). Here, the preservation of the "natural" geometry of the two quinoid C–C double bonds (C3=C4 and C5=C6) as well as the N–N distance of the co-reacting diamine are crucial. A decrease of the annulation angle sum (N–C4–C5 + C4–C5–N) is tolerated well and the 4,5-diamino-ortho-quinones, having relatively short N–N spacings are formed. An increase in the angular sum is energetically unfavorable, so that diamines with a larger N–N distance afford the corresponding ortho-quinone imines. Thus, for the reaction of DHBQ with diamines, exact predictions of the regioselectivity, and the resulting product structure, can be made on the basis of simple computations of bond spacings and product geometries.

Crystal structure of pomalidomide Form I, C13H11N3O4

2021 ◽  
pp. 1-6
Author(s):  
James A. Kaduk ◽  
Amy M. Gindhart ◽  
Thomas N. Blanton
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Powder Diffraction ◽  
Density Functional ◽  
Double Layers ◽  
Carbonyl Groups ◽  
Hydrogen Atoms ◽  
Powder Diffraction File ◽  
Functional Theory ◽  
Amine Hydrogen

The crystal structure of pomalidomide Form I has been solved and refined using synchrotron X-ray powder diffraction data and optimized using density functional theory techniques. Pomalidomide Form I crystallizes in the space group P-1 (#2) with a = 7.04742(9), b = 7.89103(27), c = 11.3106(6) Å, α = 73.2499(13), β = 80.9198(9), γ = 88.5969(6)°, V = 594.618(8) Å3, and Z = 2. The crystal structure is characterized by the parallel stacking of planes parallel to the bc-plane. Hydrogen bonds link the molecules into double layers also parallel to the bc-plane. Each of the amine hydrogen atoms acts as a donor to a carbonyl group in an N–H⋯O hydrogen bond, but only two of the four carbonyl groups act as acceptors in such hydrogen bonds. Other carbonyl groups participate in C–H⋯O hydrogen bonds. The powder pattern has been submitted to ICDD® for inclusion in the Powder Diffraction File™ (PDF®).

Sign in / Sign up

Export Citation Format

Share Document