scholarly journals Infrared Spectra and Intramolecular Hydrogen Bonding ofp-(Substituted phenoxy)-α-(dialkylamino)acetanilides

1980 ◽  
Vol 53 (2) ◽  
pp. 559-560
Author(s):  
Kazuhisa Abe ◽  
Minoru Hirota ◽  
Michiharu Sugiura ◽  
Yoshiki Hamada
1965 ◽  
Vol 19 (2) ◽  
pp. 48-51 ◽  
Author(s):  
Vasile P. Macovei ◽  
D. W. Robinson

Infrared spectra of various aromatic-substituted oxalamidines have been obtained. The behavior of the vibrational bands originating in the amidine groupings as a function of solution concentration is interpreted as indicating the presence of persistent intramolecular hydrogen bonding.


1962 ◽  
Vol 40 (10) ◽  
pp. 1891-1898 ◽  
Author(s):  
W. F. Forbes

Certain unusual features in the infrared spectra of o-nitrobenzaldehyde have been interpreted either in terms of an intramolecular hydrogen bond or in terms of steric interactions. As an extension of these studies we have investigated the ultraviolet, infrared, and n.m.r. spectra of o-nitrobenzaldehyde and of suitable reference compounds and have re-examined the available other evidence. It is concluded that the observed spectral changes can best be explained in terms of steric interactions rather than in terms of intramolecular hydrogen bonding.


1991 ◽  
Vol 64 (9) ◽  
pp. 2863-2864 ◽  
Author(s):  
Hiroko Suezawa ◽  
Minoru Hirota ◽  
Yoshiki Hamada ◽  
Isao Takeuchi ◽  
Takae Kawabe

1976 ◽  
Vol 29 (2) ◽  
pp. 367 ◽  
Author(s):  
KJ Chapman ◽  
LK Dyall

Chlorine(1) oxide in carbon tetrachloride was found to be an effective reagent for N-chlorinating 2-nitroanilines. These N-chloro-2-nitroanilines are sufficiently stable in solution at 20� to be characterized by reduction and by proton n.m.r, and infrared spectra. The infrared N-H stretching frequencies fall near the low value of 3330 cm-1, apparently because of interaction between N-H bond and chlorine lone pairs; there are also effects of intramolecular hydrogen bonding and of conformation. Under acid catalysis, N-chloro-2-nitroaniline rearranges to C-chlorinated 2-nitroanilines, while with alkali it cyclizes to benzofuroxan. The acid-catalysed reaction has the same features as the Orton rearrangement of N-chloroacetanilides.


Infrared spectra are reported of methanol, ethanol, propan-2-ol, 2-methylpropan-2-ol, 2, 2, 2-trifluoroethanol, 2, 2, 3, 3-tetrafluoropropan-1-ol and 1, 1, 1, 3, 3, 3-hexafluoropropan-2-ol in the vapour phase in a 1 m path-length cell at pressures up to the s. v. p. of the alcohol. Also reported are 40 m path-length vapour and argon matrix spectra of trifluoroethanol. Dimer absorptions are identified for all the alkanols and for trifluoroethanol, and some estimates of ∆ H provided. Trifluoroethanol exhibits a striking series of sum-and-difference bands of the OH stretch with other fundamentals, 14 summation modes being observed extending in frequency to over 5000 cm -1 and involving most of the fundamentals below 1500 cm -1 . Other fluoroalcohols with fluorines substituted on β carbon atoms exhibit similar sum-and-difference modes. The alkanols exhibit only one such pair of bands due to the OH stretch plus or minus the OH torsion, and this provides a convenient method of measuring the torsional frequencies. The different behaviour of the fluoroalcohols is attributed to intramolecular hydrogen bonding.


1982 ◽  
Vol 55 (5) ◽  
pp. 1564-1567 ◽  
Author(s):  
Hiroko Endo ◽  
Minoru Hirota ◽  
Yoshio Ito ◽  
Isao Takeuchi ◽  
Yoshiki Hamada

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