Intra- and intermolecular hydrogen bonding in chlorinated phenols and related compounds

1975 ◽  
Vol 79 (21) ◽  
pp. 2325-2327 ◽  
Author(s):  
George C. Levy ◽  
Tadeusz Holak ◽  
Alois Stelgel
Keyword(s):  
Hydrogen Bonding ◽  
Intermolecular Hydrogen Bonding ◽  
Chlorinated Phenols ◽  
Related Compounds

Hydrogen bonding in organic compounds. II. Amine-cabonyl interactions

1958 ◽  
Vol 11 (4) ◽  
pp. 529 ◽  
Author(s):  
AN Hambly ◽  
J Bonnyman
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Organic Compounds ◽  
Aromatic Compounds ◽  
Primary Amine ◽  
Intermolecular Hydrogen Bonding ◽  
Amine Group ◽  
Methyl Anthranilate ◽  
Infra Red ◽  
Related Compounds

A comparison of the infra-red spectra of typical aromatic compounds, with a primary amine group adjacent to a carbonyl group, with the spectra of related compounds, shows that, in the former, weak hydrogen bonding occurs between the two groups. The strength of the bonds formed is in the order : 1-aminoanthraquinone > 2-amino-acetophenone > methyl anthranilate, and the changes in carbonyl frequency are comparable with those of the symmetric NH2 stretching frequency. Stronger hydrogen bonds are formed in corresponding ortho-acetamido compounds. A brief study of the NH2 stretching frequencies of o-nitroamines in dioxan solution shows that there is considerable interaction between solute and solvent but this cannot be definitely attributed to intermolecular hydrogen bonding.

scholarly journals Exploring the Structural Chemistry of Pyrophosphoramides: N,N′,N″,N‴-Tetraisopropylpyrophosphoramide

Chemistry ◽  
2021 ◽  
Vol 3 (1) ◽  
pp. 149-163
Author(s):  
Duncan Micallef ◽  
Liana Vella-Zarb ◽  
Ulrich Baisch
Keyword(s):  
Crystal Structure ◽  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Hydrogen Bonding ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
Room Temperature ◽  
Intermolecular Hydrogen Bonding ◽  
X Ray Diffraction ◽  
X Ray

N,N′,N″,N‴-Tetraisopropylpyrophosphoramide 1 is a pyrophosphoramide with documented butyrylcholinesterase inhibition, a property shared with the more widely studied octamethylphosphoramide (Schradan). Unlike Schradan, 1 is a solid at room temperature making it one of a few known pyrophosphoramide solids. The crystal structure of 1 was determined by single-crystal X-ray diffraction and compared with that of other previously described solid pyrophosphoramides. The pyrophosphoramide discussed in this study was synthesised by reacting iso-propyl amine with pyrophosphoryl tetrachloride under anhydrous conditions. A unique supramolecular motif was observed when compared with previously published pyrophosphoramide structures having two different intermolecular hydrogen bonding synthons. Furthermore, the potential of a wider variety of supramolecular structures in which similar pyrophosphoramides can crystallise was recognised. Proton (1H) and Phosphorus 31 (31P) Nuclear Magnetic Resonance (NMR) spectroscopy, infrared (IR) spectroscopy, mass spectrometry (MS) were carried out to complete the analysis of the compound.

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