THE CHEMISTRY OF THE "AMINOCHROMES": PART II. THE PREPARATION, PAPER CHROMATOGRAPHY, AND SPECTROSCOPIC PROPERTIES OF PURE ADRENOLUTIN; THE INFRARED SPECTRUM OF ADRENOCHROME

1958 ◽  
Vol 36 (11) ◽  
pp. 1550-1554 ◽  
Author(s):  
R. A. Heacock ◽  
M. E. Mahon
Keyword(s):  
Solid State ◽  
Infrared Spectrum ◽  
Exchange Resin ◽  
High Vacuum ◽  
Spectroscopic Properties ◽  
Inorganic Contaminants ◽  
Keto Form ◽  
Vacuum Sublimation ◽  
Mixture Prior ◽  
Dowex 1

The preparation of adrenolutin monohydrate in pure crystalline form has been carried out by the alkaline rearrangement of aqueous solutions of adrenochrome, prepared from the silver oxide oxidation of adrenaline in aqueous solution. An anion-exchange resin (Dowex-1 (Cl−)) was employed to remove inorganic contaminants from the reaction mixture prior to treatment with alkali. The pure anhydrous material has been prepared by the high vacuum sublimation of the monohydrate. The paper chromatographic, spectroscopic, and fluorimetric characteristics of adrenolutin have been investigated. On the basis of the infrared spectrum it is suggested that in the solid state, adrenolutin exists in the keto form, i.e. 2,3-dihydro-5,6-dihydroxy-N-methyl-3-ketoindole. The infrared spectrum of adrenochrome, in the solid state, agrees with the zwitterionic formulation suggested for this compound.

scholarly journals THE CHEMISTRY OF THE "AMINOCHROMES": PART I. THE PREPARATION AND PAPER CHROMATOGRAPHY OF PURE ADRENOCHROME

1958 ◽  
Vol 36 (5) ◽  
pp. 853-857 ◽  
Author(s):  
R. A. Heacock ◽  
C. Nerenberg ◽  
A. N. Payza
Keyword(s):  
Heavy Metal Ions ◽  
Silver Oxide ◽  
Exchange Resin ◽  
Anion Exchange Resin ◽  
Acid Hydrazide ◽  
Crystalline Form ◽  
Chromatographic Behavior ◽  
Mixture Prior ◽  
Solvent Systems ◽  
Dowex 1

The preparation of adrenochrome in a pure stable crystalline form has been carried out by the silver oxide oxidation of adrenaline in methanol with the use of an anion-exchange resin (Dowex-1(Cl−)) to remove heavy metal ions from the reaction mixture prior to the isolation of the product. Its paper chromatographic behavior together with that of three derivatives (adrenolutin, adrenochrome monosemicarbazone, and adrenochrome monoisonicotinic acid hydrazide) in six different solvent systems has been examined. Water was found to be the best paper chromatographic solvent so far examined for this series of compounds.

scholarly journals Redox-State Dependent Spectroscopic Properties of Porous Organic Polymers Containing Furan, Thiophene, and Selenophene

2017 ◽  
Vol 70 (11) ◽  
pp. 1227 ◽  
Author(s):  
Carol Hua ◽  
Stone Woo ◽  
Aditya Rawal ◽  
Floriana Tuna ◽  
James M. Hook ◽  
...  
Keyword(s):  
Solid State ◽  
Redox State ◽  
Spectroscopic Properties ◽  
Structural Features ◽  
Organic Polymers ◽  
Stimuli Responsive ◽  
Porous Organic Polymers ◽  
Paramagnetic Resonance ◽  
Responsive Materials ◽  
State Dependent

A series of electroactive triarylamine porous organic polymers (POPs) with furan, thiophene, and selenophene (POP-O, POP-S, and POP-Se) linkers have been synthesised and their electronic and spectroscopic properties investigated as a function of redox state. Solid state NMR provided insight into the structural features of the POPs, while in situ solid state Vis-NIR and electron paramagnetic resonance spectroelectrochemistry showed that the distinct redox states in POP-S could be reversibly accessed. The development of redox-active porous organic polymers with heterocyclic linkers affords their potential application as stimuli responsive materials in gas storage, catalysis, and as electrochromic materials.

Neutral 4-phenyl-1-[phenyl(pyridin-2-yl)methylidene]semicarbazide and its salt forms with inorganic anions

2019 ◽  
Vol 75 (1) ◽  
pp. 1-7
Author(s):  
Vinicius Oliveira Araujo ◽  
Bárbara Tirloni ◽  
Lívia Streit ◽  
Vânia Denise Schwade
Keyword(s):  
Solid State ◽  
Spectroscopic Characterization ◽  
Water Molecules ◽  
Keto Form ◽  
Chloride Dihydrate ◽  
Ir And Nmr Spectroscopy ◽  
Tautomeric Forms ◽  
Counter Ions ◽  
Salt Forms ◽  
Good Agreement

Semicarbazones can exist in two tautomeric forms. In the solid state, they are found in the keto form. This work presents the synthesis, structures and spectroscopic characterization (IR and NMR spectroscopy) of four such compounds, namely the neutral molecule 4-phenyl-1-[phenyl(pyridin-2-yl)methylidene]semicarbazide, C19H16N4O, (I), abbreviated as HBzPyS, and three different hydrated salts, namely the chloride dihydrate, C19H17N4O+·Cl−·2H2O, (II), the nitrate dihydrate, C19H17N4O+·NO3 −·2H2O, (III), and the thiocyanate 2.5-hydrate, C19H17N4O+·SCN−·2.5H2O, (IV), of 2-[phenyl({[(phenylcarbamoyl)amino]imino})methyl]pyridinium, abbreviated as [H2BzPyS]+·X −·nH2O, with X = Cl− and n = 2 for (II), X = NO3 − and n = 2 for (III), and X = SCN− and n = 2.5 for (IV), showing the influence of the anionic form in the intermolecular interactions. Water molecules and counter-ions (chloride or nitrate) are involved in the formation of a two-dimensional arrangement by the establishment of hydrogen bonds with the N—H groups of the cation, stabilizing the E isomers in the solid state. The neutral HBzPyS molecule crystallized as the E isomer due to the existence of weak π–π interactions between pairs of molecules. The calculated IR spectrum of the hydrated [H2BzPyS]+ cation is in good agreement with the experimental results.

Impact of High Pressure on Metallophilic Interactions and Its Consequences for Spectroscopic Properties of a Model Tetranuclear Silver(I)–Copper(I) Complex in the Solid State

2018 ◽  
Vol 57 (14) ◽  
pp. 8509-8520 ◽  
Author(s):  
Katarzyna N. Jarzembska ◽  
Radosław Kamiński ◽  
Kamil F. Dziubek ◽  
Margherita Citroni ◽  
Damian Paliwoda ◽  
...  
Keyword(s):  
High Pressure ◽  
Solid State ◽  
Spectroscopic Properties ◽  
Metallophilic Interactions

scholarly journals Assembly and Redox-Rich Hydride Chemistry of an Asymmetric Mo2S2 Platform

Molecules ◽  
2020 ◽  
Vol 25 (13) ◽  
pp. 3090
Author(s):  
Alex McSkimming ◽  
Jordan W. Taylor ◽  
W. Hill Harman
Keyword(s):  
Electron Transfer ◽  
Solid State ◽  
Dft Calculations ◽  
Spectroscopic Properties ◽  
Molybdenum Sulfide ◽  
Proton Reduction ◽  
Hydride Complex ◽  
Transfer Processes ◽  
Electron Transfer Processes ◽  
Synthesis Reactions

Although molybdenum sulfide materials show promise as electrocatalysts for proton reduction, the hydrido species proposed as intermediates remain poorly characterized. We report herein the synthesis, reactions and spectroscopic properties of a molybdenum-hydride complex featuring an asymmetric Mo2S2 core. This molecule displays rich redox chemistry with electrochemical couples at E½ = −0.45, −0.78 and −1.99 V vs. Fc/Fc+. The corresponding hydrido-complexes for all three redox levels were isolated and characterized crystallographically. Through an analysis of solid-state bond metrics and DFT calculations, we show that the electron-transfer processes for the two more positive couples are centered predominantly on the pyridinediimine supporting ligand, whereas for the most negative couple electron-transfer is mostly Mo-localized.

Fabrication of PbO-Type Structure β-FeSe Superconductor Ceramics by Solid State Reaction Method

2013 ◽  
Vol 790 ◽  
pp. 21-24
Author(s):  
Yun Yi Wu ◽  
Jian Gao ◽  
Tao Li ◽  
Zhi Qiang Hua
Keyword(s):  
Solid State ◽  
High Vacuum ◽  
Secondary Phase ◽  
Vacuum State ◽  
Type Structure ◽  
X Ray Diffraction ◽  
Solid State Sinter ◽  
Metallic Behavior ◽  
X Ray ◽  
Sinter Method

PbO-type structure β-FeSe superconductor ceramic were successfully prepared by solid state sinter method in high vacuum state. The structures of the ceramics were investigated by X-ray diffraction and scanning electron microscopy. X-ray diffraction indicates that the sample prepared by two-steps method exhibited a much improved crystallinity. And as sintering temperature increases to 700°C, secondary phase Fe7Se8 phase peak disappear and α-Fe peak weakened. Besides, the ceramic prepared in 700°C exhibited a denser surface morphology in comparison to that prepared in 410°C and its composition is closer to the chemical formula FeSe according to EDX compositional analyses. It was noted that the resistivity of the sample, sintered at 700°C using two-steps sinter method, shows a linear metallic behavior from room temperature and onset is around T = 7.5 K.

Copper(II) Complexes of a Tripyridyl Ligand: Anion-Dependent Metallosupramolecular Structures

2013 ◽  
Vol 66 (11) ◽  
pp. 1447 ◽  
Author(s):  
James E. M. Lewis ◽  
James D. Crowley
Keyword(s):  
Mass Spectrometry ◽  
Solid State ◽  
Coordination Polymer ◽  
Elemental Analysis ◽  
Spectroscopic Properties ◽  
Nitrate Salt ◽  
X Ray Diffraction ◽  
X Ray ◽  
Salt Structure ◽  
Solid State Structures

A series of copper(ii) complexes of the ligand 2,6-bis(pyridin-3-ylethynyl)pyridine have been synthesised and characterised by 1H and DOSY NMR, IR and UV-Vis spectroscopies, mass spectrometry, elemental analysis and single crystal X-ray diffraction. In solution these systems display almost identical spectroscopic properties, however the solid state structures are shown to vary widely, depending upon the choice of anion. The tetrafluoroborate salt was revealed to be a discrete Cu2L4 cage-like helicate. The tosylate salt, whilst of the same Cu2L4 stoichiometry, was shown to be a coordination polymer. Finally the nitrate salt structure was observed to be a discrete Cu2L2 metallocycle.

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