STEROIDS AND RELATED NATURAL PRODUCTS. XXV PHOTOCHEMICAL TRANSFORMATION OF 3β-NITRITO-5α-LANOSTANE

1965 ◽  
Vol 43 (10) ◽  
pp. 2872-2878
Author(s):  
George R. Pettit ◽  
Raymond E. Kadunce ◽  
Paul. Sunder-Plassmann ◽  
John. Occolowitz
Keyword(s):  
Magnetic Resonance ◽  
Ultraviolet Irradiation ◽  
Photochemical Reaction ◽  
Proton Magnetic Resonance ◽  
Reaction Pathway ◽  
Spectral Studies ◽  
Photochemical Transformation ◽  
Photolysis Product ◽  
Mass Spectral ◽  
Phenylhydrazone Derivatives

Ultraviolet irradiation of 3β-nitrito-5α-lanostane was found to follow an unusual reaction pathway and yield 2-oximo-3-oxo-3,4-seco-5α-lanostane (IV). The new aldehyde was easily converted to oxime and phenylhydrazone derivatives. Acetylating the photolysis product led to an oxime acetate (IX) which readily rearranged to 1-cyano-3,4-seco-5α-lanostane (III). Confirmation for the structural assignments was obtained from a series of proton magnetic resonance and mass spectral studies. Application of the new photochemical reaction was suggested to preparation of certain aldehydes otherwise accessible only with difficulty.

Synthesis of phenethanolamine derivatives with potential β-adrenergic antagonistic activity

1975 ◽  
Vol 28 (5) ◽  
pp. 1023 ◽  
Author(s):  
SJ Pasaribu ◽  
LR Williams
Keyword(s):  
Magnetic Resonance ◽  
Ring Opening ◽  
Proton Magnetic Resonance ◽  
Mass Spectra ◽  
Antagonistic Activity ◽  
Spectral Studies ◽  
Aryl Ring ◽  
Mass Spectral

The mass spectra of bromonitroacetophenones, intermediates in the synthesis of phenethanolamine derivatives containing a nitro and bromo group in the aryl ring, have been studied. The acetophenones were converted into the corresponding α,β-epoxystyrenes, which were then treated with various amines, and proton magnetic resonance and mass spectral studies were used to confirm the direction of ring opening and purity of the products.

Solvent effects in ultraviolet spectral studies of hydrogen bonding between phenol and N,N-dimethylacetamide

1967 ◽  
Vol 45 (18) ◽  
pp. 2033-2038 ◽  
Author(s):  
F. Takahashi ◽  
W. J. Karoly ◽  
J. B. Greenshields ◽  
N. C. Li
Keyword(s):  
Hydrogen Bonding ◽  
Magnetic Resonance ◽  
Complex Formation ◽  
Equilibrium Constant ◽  
Proton Magnetic Resonance ◽  
Mixed Solvent ◽  
Resonance Method ◽  
Spectral Studies ◽  
Magnetic Resonance Method ◽  
Hydrogen Bonded

Ultraviolet spectral studies of hydrogen bonding between phenol and N,N-dimethylacetamide (DMA) in several media are reported. The equilibrium constant for the formation of the phenol–DMA complex is strongly solvent dependent, varying from 295 1/mole in cyclohexane to 130 in CCl4 and 16 in CHCl3, all at 28°. The greatly reduced value in CHCl3 indicates that the measured equilibrium constant is only an apparent one which does not take into account the decrease in free DMA concentration resulting from hydrogen-bonded complex formation with the solvent acting as hydrogen donor. In CCl4/CHCl3 mixed solvent, in the range of [chloroform] = 0 to 1.227 M, the measured equilibrium constant, K′, varies linearly with K′ [chloroform]. The slope of the line corresponds to the equilibrium constant for the formation of the hydrogen-bonded complex between CHCl3 and DMA in CCl4. The value, 0.9 1/mole, agrees with that obtained from a proton magnetic resonance method. The agreement is particularly noteworthy when we consider that the concentrations of phenol used in the proton magnetic resonance and ultraviolet spectral methods differ by a factor of 200, which leads definitely to the conclusion that the hydrogen-bonded CHCl3–DMA complex formed is 1:1. In cyclohexane/CHCl3 mixed solvent, similar results are obtained.

Preparation of organogallium compounds from organolithium reagents and gallium chloride. Infrared, magnetic resonance, and mass spectral studies of alkylgallium compounds

1975 ◽  
Vol 14 (11) ◽  
pp. 2809-2814 ◽  
Author(s):  
Roger A. Kovar ◽  
Henry. Derr ◽  
Duane. Brandau ◽  
John O. Callaway
Keyword(s):  
Magnetic Resonance ◽  
Spectral Studies ◽  
Mass Spectral ◽  
Gallium Chloride ◽  
Organolithium Reagents

Hydrogen-1 nuclear magnetic resonance and mass spectral studies on tricyclopropylaluminum dimer and mixed methyl-cyclopropylaluminum compounds

1976 ◽  
Vol 15 (4) ◽  
pp. 861-868 ◽  
Author(s):  
David A. Sanders ◽  
Paul A. Scherr ◽  
John P. Oliver
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectral Studies ◽  
Mass Spectral ◽  
Nuclear Magnetic

Gas Chromatographic, Infrared Proton Magnetic Resonance, Mass Spectral, and Threshold Analyses of All Pentyl Acetates

1966 ◽  
Vol 14 (3) ◽  
pp. 253-262 ◽  
Author(s):  
Roy Teranishi ◽  
R. A. Flath ◽  
D. G. Guadagni ◽  
R. E. Lundin ◽  
T. R. Mon ◽  
...  
Keyword(s):  
Magnetic Resonance ◽  
Proton Magnetic Resonance ◽  
Mass Spectral
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