REARRANGEMENT IN THE REACTION BETWEEN 2-PHENYLETHYLAMINE-1-C14 AND NITROUS ACID

1953 ◽  
Vol 31 (8) ◽  
pp. 761-767 ◽  
Author(s):  
C. C. Lee ◽  
J. W. T. Spinks

On treatment with sodium nitrite, 2-phenylethylamine-1-C14 in aqueous hydrochloric, perchloric, acetic, or glacial acetic acid gives rise to products in which the C14 atoms have been rearranged from the C-1 to the C-2 position to an extent of 20.5 to 22.5%. The results are discussed on the basis of carbonium ions as possible reaction intermediates.

1962 ◽  
Vol 40 (6) ◽  
pp. 1130-1133
Author(s):  
A. G. Forman ◽  
C. C. Lee

On treatment with sodium nitrite, 2-α-naphthylethylamine-1-C14 in aqueous hydrochloric acid or glacial acetic acid gives rise to the corresponding alcohol, which shows rearrangement of C14 from the C-1 to the C-2 positions to the extent of 32–35%; the 2-β-naphthyl isomer exhibits 26–28% rearrangement. The significance of these results is discussed.


1973 ◽  
Vol 51 (14) ◽  
pp. 2323-2337 ◽  
Author(s):  
William A. Ayer ◽  
Pandurang D. Deshpande

Treatment of methyl 15-β-amino-13-isopropyl-17-noratis-13-en-18-oate (1b) with sodium nitrite – acetic acid gives rise to a variety of products, including nitrated compounds and norketones. The structures of seven of the products have been established. The reaction of methyl 16-isopropylidene-7,17-secoacon-8(15)-en-18-oate (2) with nitrous acid and with dinitrogen tetroxide is described. A simple method for transforming isocyanates to primary amines is presented.


1960 ◽  
Vol XXXIII (I) ◽  
pp. 1-9
Author(s):  
Martin Sonenberg ◽  
William L. Money

ABSTRACT The effect of various reagents, which produce protein derivatives, on the biological activity of growth hormone has been studied. Various conditions which affect growth hormone stability have also been investigated. In general, it has been found that reaction of growth hormone with phenylisocyanate, nitrous acid or concentrated sulfuric acid, under the conditions specified, destroyed the biological activity. Reaction of growth hormone with thioglycolic acid, iodine, or acid methanol yielded growth hormone derivatives which were active or inactive, depending on the reaction conditions. Reaction with acid ethanol, formaldehyde, cysteine, sodium bisulfite, diisopropylfluorophosphate, urea or bromine had no effect on the growth-promoting activity of these preparations. Growth hormone was found to be rather stable in dilute and glacial acetic acid except when heated to a temperature of 94° C. The implications of these findings are discussed. None of the growth hormone derivatives obtained in this study was able to inhibit the growth-promoting response induced by unmodified growth hormone preparations.


2008 ◽  
Vol 59 (1) ◽  
pp. 41-44
Author(s):  
Maria-Daniela Sofei ◽  
Maria Ilici ◽  
Valentin Badea ◽  
Carol Csunderlik ◽  
Vasile-Nicolae Bercean

The synthesis of 1H-3-aryl-7-ethoxycarbonyl-6-methyl-pyrazolo[5,1-c][1,2,4]triazoles (2) was carried out by cyclization of 1H-5-arylidenehydrazino-4-ethoxycarbonyl-3-methyl-pyrazoles (1) in the presence of bromine using glacial acetic acid as solvent and sodium acetate as base. The new nine obtained compounds were characterized by IR and NMR spectroscopy and mass spectrometry.


1979 ◽  
Vol 44 (8) ◽  
pp. 2330-2337 ◽  
Author(s):  
Jindřiška Maternová ◽  
Anastas A. Andreev ◽  
Dimitrii M. Shopov ◽  
Karel Setínek

It was found spectroscopically that cobalt(II) acetate dissolved in glacial acetic acid forms the octahedral complex [Co(OAc)2(HOAc)4] which in the presence of bromide ions gives the octahedral [Co(OAc)Br(HOAc)4] and tetrahedral bromo(acetate)cobalt(II) complexes with the higher number of Br- ions. When attached to an organic polymer cobalt(II) ions are bonded in the form of octahedral [Co(H2O)6]2+ cations which form with acetic acid similar complexes as in homogeneous phase and are able to coordinate one bromide ion. Drying the copolymer possessing octahedral hexaaquocobalt(II) cations leads to tetrahedral aquocomplexes which are solvated by gaseous acetic acid and converted into the acetate complexes with the liquid acid. The latter contain the acid in the inner coordination sphere and have tetrahedral symmetry.


Author(s):  
Prabal Boral ◽  
Atul K. Varma ◽  
Sudip Maity

AbstractFour coal samples from Jharia basin, India are treated with nitric acid in glacial acetic acid and aqueous media to find out the chemical, petrographic and spatial structure of the organic mass by X-ray diffraction (XRD) and Fourier Transform Infrared Spectroscopy (FTIR) techniques. X-ray parameters of coal like interlayer spacing (d002), crystallite size (Lc), aroamticity (fa), average number of aromatic layers (Nc), and coal rank (I26/I20) have been determined using profile-fitting software. Considerable variation is observed in treated coals in comparison to the demineralized coals. The d002 values of treated coals have increased in both the media showing increase in disordering of organic moieties. A linear relationship has been observed between d002 values with the volatile matter of the coals. Similarly, the d002 values show linear relationship with Cdmf contents for demineralized as well as for the treated coals in both the media. The Lc and Nc values have decreased in treated coals corresponding to demineralized coals. The present study shows that nitration in both the media is capable of removing the aliphatic side chains from the coals and aromaticity (fa) increases with increase in rank and shows a linear relationship with the vitrinite reflectance. The corresponding I26/I20 values are least for treated coals in glacial acetic acid medium followed by raw and then to treated coals in aqueous medium. FTIR studies show that coal arenes of the raw coals are converted into nitro-arenes in structurally modified coals (SMCs) in both the media, the corresponding bands at 1550–1490 and 1355–1315 cm−1 respectively. FTIR study confirms that nitration is the predominant phenomenon, though, oxidation and nitration phenomena takes place simultaneously during treatment with nitric acid to form SMCs. In comparison to raw coals, the SMCs show higher aromaticity and may be easily converted to coal derived products like activated carbon and specialty carbon materials.


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