Synthesis and properties of phenyl substituted derivatives of 2-phenyl-1,1,3,3-tetramethylguanidine

1987 ◽  
Vol 65 (3) ◽  
pp. 626-629 ◽  
Author(s):  
Przemyslaw Pruszynski
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Phenyl Ring ◽  
Substituent Effects ◽  
Ultraviolet Spectrophotometry ◽  
Elemental Analyses ◽  
Reaction Constant ◽  
Substituent Constants ◽  
Derivatives Of

A series of 17 phenyl substituted derivatives of 2-phenyl-1,1,3,3-tetramethylguanidine was synthesized. The structure and purity of these compounds were checked by means of elemental analyses, mass spectrometry, ultraviolet spectrophotometry, and 1H nuclear magnetic resonance. The pKa values were determined and are discussed in terms of substituent effects using Hammett substituent constants. The Hammett reaction constant ρ = 1.84 ± 0.05 was found to be much lower for para and meta substituted compounds than for anilines, even though the phenyl ring is attached directly to the basic centre in both cases.

Nuclear magnetic resonance characterization of the ring conformations of monosubstituted derivatives of 1,3-dioxa-5,6-benzocycloheptene

1983 ◽  
Vol 61 (1) ◽  
pp. 109-115 ◽  
Author(s):  
R. St-Amour ◽  
M. St-Jacques
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Substituent Effects ◽  
Steric Effects ◽  
Slow Exchange ◽  
Conformational Properties ◽  
Derivatives Of ◽  
Ring Conformations ◽  
Twist Boat

The conformational properties of 2-alkyl (Me, Et, i-Pr, and t-Bu) and 2-phenyl derivatives of 1,3-dioxa-5,6-benzocycloheptene (1) were studied by 13C dnmr. Analysis of slow exchange spectra at 100.6 MHz indicates that all derivatives except tert-butyl exist in an equilibrium of chair (major) and twist-boat (minor) conformations. Substituent effects on the position of the equilibrium are rationalized in terms of steric effects.

The Carbon-13 Nuclear Magnetic Resonance Spectra of 2-Acetamido-2-deoxy-D-hexoses and some Specifically Deuteriated, O-Acetylated, and Phosphorylated Derivatives

1973 ◽  
Vol 51 (22) ◽  
pp. 3812-3819 ◽  
Author(s):  
D. R. Bundle ◽  
H. J. Jennings ◽  
Ian C. P. Smith
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Substituent Effects ◽  
Model Compounds ◽  
Initial Assignment ◽  
Nuclear Magnetic Resonance Spectra ◽  
Polysaccharide Antigens ◽  
Derivatives Of ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The 13C n.m.r. spectra of the 2-acetamido-2-deoxy-D-hexoses and some 3-O-acetyl and 1-phosphate derivatives are assigned and discussed. To facilitate the interpretation of the spectra, an initial assignment of the resonances in the spectrum of 2-acetamido-2-deoxy-D-glucose was required. For this purpose, both the 3-2H and 4-2H derivatives of this acetamido-hexose were synthesized. These syntheses are reported together with those of 2-acetamido-3-O-acetyl-2-deoxy-D-glucose and 2-acetamido-2-deoxy α- and β-D-glucose-1-phosphate. These model compounds were used to study substituent effects related to the 2-acetamido-2-deoxy-D-hexose-containing polysaccharide antigens of N. meningitides.

scholarly journals Studies on the Chemistry of Lichens, XVIII * Chemical Investigation of the Species Letharia vulpina (L .) Hue and New Derivatives of Vulpinic Acid

1978 ◽  
Vol 33 (5-6) ◽  
pp. 449-451 ◽  
Author(s):  
Yngve Solberg ◽  
Gabriele Remedios
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Thin Layer ◽  
Chemical Investigation ◽  
Nuclear Magnetic Resonance Spectra ◽  
Elemental Analyses ◽  
Derivatives Of ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The crystalline and amorphous constituents of Letharia vulpina collected at Flensjoen, Sor-Trendelag, Norway, have been identified as atranorin, vulpinic-, pulvinic-, usnic-, benzoic- and hydroxyfatty acids. Vulpinic acid thallate(I) and vulpinic acid isopropylether have been prepared as new derivatives. The identity of the compounds was established by consideration of elemental analyses, infrared, mass and nuclear magnetic resonance spectra, and thin layer chro­matography.

Reaction of dialkyl phosphonates with hexafluoroacetone

1970 ◽  
Vol 48 (13) ◽  
pp. 1987-1990 ◽  
Author(s):  
A. F. Janzen ◽  
R. Pollitt
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Alkyl Group ◽  
Inductive Effect ◽  
Relative Yield ◽  
Elemental Analyses ◽  
Dialkyl Phosphonates ◽  
Nuclear Magnetic

The reaction of dialkyl phosphonates, (RO)2P(O)H where R = CH3, C2H5, and n-C4H9, with hexafluoroacetone gives, in each case, two isomeric products, (RO)2P(O)OCH(CF3)2 and (RO)2P(O)C(OH)-(CF3)2. Products are characterized by elemental analyses, infrared, proton and fluorine nuclear magnetic resonance, and mass spectrometry. The relative yield of isomer depends markedly on the alkyl group present. These results are explained in terms of an inductive effect on the polarity of the P—H bond which influences the direction of addition of hexafluoroacetone.

Methods to Determine Phytopharmaceuticals in Tobacco and Tobacco Products. 4th Report: A Procedure to Determine Vamidothion and its Metabolites/Methoden zur Bestimmung von Phytopharmaka in Tabak und Tabakerzeugnissen: IV. Mitteilung: Ein Bestimmungsverfahren fuer Vamidothion und seine Metaboliten

1977 ◽  
Vol 9 (2) ◽  
Author(s):  
A.N. Sagredos ◽  
R. Moser
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Aluminium Oxide ◽  
Nuclear Magnetic Resonance Data ◽  
Gas Chromatograph ◽  
Tobacco Products ◽  
Magnetic Resonance Data ◽  
Resonance Data

AbstractBased on previous work (7) a method to simultaneously determine vamidothion [I], vamidothion-sulfoxide [II] and vamidothion sulfone [III] in tobacco has been developed. The compounds are extracted with water/acetone/acetic acid from the tobacco, cleansed over an aluminium oxide column and then determined on the gas chromatograph with the specific sulphur detector. Rates of recovery are 70 % - 92 %, the determination level is 0.1 ppm. Mass spectrometry and nuclear magnetic resonance data of vamidothion [I], vamidothion-sulfoxide [ II ] and vamidothion-sulfone [III] are given.

scholarly journals N,N-Bis(Hexyl α-d-Acetylmannosyl) Acrylamide

Molbank ◽  
10.3390/m1255 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1255
Author(s):  
Atsushi Miyagawa ◽  
Shinya Ohno ◽  
Hatsuo Yamamura
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Side Reaction ◽  
Resonance Spectroscopy ◽  
Biological Functions ◽  
Unknown Compound ◽  
Acrylamide Monomer

Glycosyl monomers for the assembly of multivalent ligands are typically synthesized using carbohydrates with biological functions and polymerizable functional groups such as acrylamide or styrene introduced into the carbohydrate aglycon, and monomers polymerized using a radical initiator. Herein, we report the acryloylation of 6-aminohexyl α-mannoside and its conversion into the glycosyl monomer bearing an acrylamide group. The general acryloylation procedure afforded the desired N-hexyl acetylmannosyl acrylamide monomer as well as an unexpected compound with a close Rf value. The compounds were separated and analyzed by nuclear magnetic resonance spectroscopy and mass spectrometry, which revealed the unknown compound to be the bivalent N,N-bis(hexyl α-d-acetylmannosyl) acrylamide monomer, which contains two hexyl mannose units and one acrylamide group. To the best of our knowledge, this side reaction has not previously been disclosed, and may be useful for the construction of multivalent sugar ligands.

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