Synthesis and characterization of chemical intermediates of acyl or alkyl phospholipids

1992 ◽  
Vol 70 (8) ◽  
pp. 2319-2324 ◽  
Author(s):  
Boubker Nasser ◽  
Claude Morpain ◽  
Bernard Laude ◽  
Norbert Latruffe
Keyword(s):  
Synthesis And Characterization ◽  
Physical Parameters ◽  
Ether Lipids ◽  
Membrane Phospholipids ◽  
H Nmr ◽  
First Time

Precursors of phospholipids or ether lipids were synthesized from D-mannitol, i.e., 1-O-myristoyl-2-O-benzyl-sn-glycerol 11 and 1-O-hexadecyl-2-O-benzyl-sn-glycerol 13. The chemical pathways involved sequential protection reactions using allyl, triphenylmethyl, or benzyl groups via 3-O-allyl-sn-glycerol. Eleven intermediates were isolated and for the first time characterized with their spectrometric (especially 1H nmr) and physical parameters and yield. This work allowed preparation of chemically defined membrane phospholipids from compound 11 as well as ether lipids from compound 13 with cell mediator activities bearing different probes such as photoactivatable, fluorescent, or radioactive groups.

Synthesis and characterization of novel chiral derivatizing agents containing β-keto-anthracene adducts (KAAs) by 1H-NMR: aromatic influence and chiral alcohol absolute configuration determination

2019 ◽  
Vol 17 (3) ◽  
pp. 541-554
Author(s):  
Neeranuth Intakaew ◽  
Puracheth Rithchumpon ◽  
Chanatkran Prommin ◽  
Saranphong Yimklan ◽  
Nawee Kungwan ◽  
...  
Keyword(s):  
1H Nmr ◽  
Absolute Configuration ◽  
Synthesis And Characterization ◽  
Chiral Alcohols ◽  
Chiral Alcohol ◽  
Aromatic Rings ◽  
H Nmr ◽  
Chiral Derivatizing Agents

New chiral derivatizing agents and the effect of aromatic rings were investigated for absolute configuration of chiral alcohols via1H-NMR.

scholarly journals Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol

e-Polymers ◽  
2021 ◽  
Vol 21 (1) ◽  
pp. 491-499
Author(s):  
Fukai Yang ◽  
Hao Yu ◽  
Yuyuan Deng ◽  
Xinyu Xu
Keyword(s):  
Molecular Weight ◽  
Soybean Oil ◽  
Retention Time ◽  
Ring Opening ◽  
Isoamyl Alcohol ◽  
Synthesis And Characterization ◽  
Intermolecular Force ◽  
H Nmr ◽  
Epoxy Groups

Abstract In this article, five kinds of soybean oil-based polyols (polyol-E, polyol-P, polyol-I, polyol-B, and polyol-M) were prepared by ring-opening the epoxy groups in epoxidized soybean oil (ESO) with ethyl alcohol, 1-pentanol, isoamyl alcohol, p-tert-butylphenol, and 4-methoxyphenol in the presence of tetrafluoroboric acid as the catalyst. The SOPs were characterized by FTIR, 1H NMR, GPC, viscosity, and hydroxyl numbers. Compared with ESO, the retention time of SOPs is shortened, indicating that the molecular weight of SOPs is increased. The structure of different monomers can significantly affect the hydroxyl numbers of SOPs. Due to the large steric hindrance of isoamyl alcohol, p-hydroxyanisole, and p-tert-butylphenol, SOPs prepared by these three monomers often undergo further dehydration to ether reactions, which consumes the hydroxyl of polyols, thus forming dimers and multimers; therefore, the hydroxyl numbers are much lower than polyol-E and polyol-P. The viscosity of polyol-E and polyol-P is much lower than that of polyol-I, polyol-B, and polyol-M. A longer distance between the molecules and the smaller intermolecular force makes the SOPs dehydrate to ether again. This generates dimer or polymers and makes the viscosity of these SOPs larger, and the molecular weight greatly increases.

scholarly journals Synthesis and Characterization of Polyphosphazenes Modified with Hydroxyethyl Methacrylate and Lactic Acid

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Evelyn Carolina Martínez Ceballos ◽  
Ricardo Vera Graziano ◽  
Gonzalo Martínez Barrera ◽  
Oscar Olea Mejía
Keyword(s):  
Lactic Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Block Structure ◽  
Ring Opening Polymerization ◽  
Synthesis And Characterization ◽  
Poly Lactic Acid ◽  
Hydroxyethyl Methacrylate ◽  
H Nmr

Poly(dichlorophosphazene) was prepared by melt ring-opening polymerization of the hexachlorocyclotriphosphazene. Poly[bis(2-hydroxyethyl-methacrylate)-phosphazene] and poly[(2-hydroxyethyl-methacrylate)-graft-poly(lactic-acid)-phosphazene] were obtained by nucleophilic condensation reactions at different concentrations of the substituents. The properties of the synthesized copolymers were assessed by FTIR,1H-NMR and31P-NMR, thermal analysis (DSC-TGA), and electron microscopy (SEM). The copolymers have a block structure and show twoTg's below room temperature. They are stable up to a temperature of 100°C. The type of the substituents attached to the PZ backbone determines the morphology of the polymers.

Synthesis and characterization of meso-to-meso directly linked porphyrin-diazaporphyrin triads

2018 ◽  
Vol 22 (09n10) ◽  
pp. 814-820
Author(s):  
Yingying Jia ◽  
Ling Xu ◽  
Bangshao Yin ◽  
Mingbo Zhou ◽  
Jianxin Song
Keyword(s):  
Nickel Complex ◽  
High Resolution Mass Spectrometry ◽  
Dihedral Angles ◽  
X Ray Diffraction ◽  
Extinction Coefficients ◽  
X Ray ◽  
H Nmr ◽  
First Time ◽  
Molar Extinction Coefficients

Beginning with 5,10,15-triarylporphyrin-nickel complex, five meso-to-meso directly linked porphyrin-diazaporphyrin triads were successfully prepared for the first time through a series of reactions including formylation via Vilsmeier–Haack reaction, condensation with pyrrole, bromination with [Formula: see text]-Bromosuccinimide (NBS), oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), metal-templated cyclization of dibromodipyrrin-metal complexes with NaN[Formula: see text] and demetalization. All these triads were comprehensively characterized by [Formula: see text]H NMR, high-resolution mass spectrometry and UV-vis absorption. In addition, the structure of compound 6Ni was unambiguously determined by X-ray diffraction analysis, which showed that the two dihedral angles are both 86.65 (4)[Formula: see text] between each mean plane of porphyrin and that of central diazaporphyrin The UV-vis absorption spectra disclosed that the longest wavelengths of Soret bands and Q bands for these triads were observed at 429 and 642 nm, respectively. In contrast to diazaporphyrin-porphyrin dyads, diazaporphyrin dimers and diazaporphyrin monomers reported previously the molar extinction coefficients, particularly for triad 8Ni are much higher.

Synthesis and characterization of a sulfur-containing phthalocyanine-gold nanoparticle hybrid

2015 ◽  
Vol 19 (01-03) ◽  
pp. 335-343 ◽  
Author(s):  
Vicente M. Blas-Ferrando ◽  
Javier Ortiz ◽  
Fernando Fernández-Lázaro ◽  
Ángela Sastre-Santos
Keyword(s):  
Gold Nanoparticle ◽  
Lipoic Acid ◽  
Zinc Phthalocyanine ◽  
Synthesis And Characterization ◽  
Ligand Exchange Reaction ◽  
H Nmr ◽  
Fluorescence Measurements ◽  
Transmission Electron ◽  
Yield Values

This work reports on the synthesis and characterization of a new gold nanoparticle-zinc phthalocyanine system, AuNP - S (t Bu )3 ZnPc , prepared by a ligand exchange reaction of tetraoctylammonium bromide with a novel unsymmetrically substituted zinc phthalocyanine which contains one thioester group in the peripheral position [ AcS (t Bu )3 ZnPc ]. The AuNP - S (t Bu )3 ZnPc hybrid was characterized using UV-vis and 1 H NMR spectroscopies. Transmission electron microscopy allowed the estimation of the size, which was calculated to be ~5 nm. AuNPs - S (t Bu )3 ZnPc conjugate showed much lower fluorescence quantum yield values than the AcS (t Bu )3 ZnPc demonstrating either an energy or electron transfer from the ZnPc to the AuNP . The AuNP - S (t Bu )3 ZnPc hybrid has been anchored to a TiO 2 semiconducting layer using lipoic acid. A solid configuration of TiO 2-lipoic acid- AuNP - S (t Bu )3 ZnPc has been prepared by anchoring lipoic acid to the TiO 2 ( TiO 2-LA) and introducing later the TiO 2-LA with free thiol groups in a toluene solution of AuNP - S (t Bu )3 ZnPc . We have also observed by UV-vis and fluorescence measurements the importance of the ZnPc in avoiding AuNP aggregation on the TiO 2 surface.

Electrochemically Synthesis and Characterization of Copolymers Based on 1, 4-Diethoxybenzene and 3, 4-Ethylenedioxythiophene

2011 ◽  
Vol 335-336 ◽  
pp. 989-993
Author(s):  
Mi Ouyang ◽  
Zhen Wei Yu ◽  
Yi Xu ◽  
Yu Jian Zhang ◽  
Cheng Zhang
Keyword(s):  
Cyclic Voltammetry ◽  
Ir Spectroscopy ◽  
Feed Ratio ◽  
Synthesis And Characterization ◽  
Monomer Mixture ◽  
Long Wavelength ◽  
H Nmr ◽  
Ft Ir ◽  
Ft Ir Spectroscopy

Copolymers based on 1, 4-diethoxybenzene (DEB) and 3, 4-ethylenedioxythiophene (EDOT) were electrochemically synthesized and characterized. The structures of the copolymers were established by 1H NMR and FT-IR spectroscopy. The results indicated the final product was a copolymer instead of a blend or a composite. The physical properties were systematically investigated by cyclic voltammetry, UV-vis absorption and fluorescence. The PL maximum of copolymers presented obviously red-shift to long wavelength as the feed ratio of EDOT in monomer mixture increased.

scholarly journals Darstellung und Charakterisierung von chiralen und achiralen exocyclischen π-enyl-Komplexen der Zusammensetzung (C8H13PdCl)2 / Synthesis and Characterization of Exocyclic π-Enyl Complexes of the Composition (C8H13PdCl)2

1979 ◽  
Vol 34 (4) ◽  
pp. 579-584 ◽  
Author(s):  
Richard Ratka ◽  
Manfred L. Ziegler ◽  
Gerhard Schilling
Keyword(s):  
Spectroscopic Studies ◽  
Synthesis And Characterization ◽  
Mechanism Of Formation ◽  
H Nmr ◽  
Cleavage Reactions

Abstract The mechanism of formation of the exocyclic dimeric π-enyl complex (C8H13PdCl)2 by reaction of 1,3-dimethylenecyclohexane, C8H12 with trans-PdCl2(C6H5CN)2 is discussed. Through UV, 1H NMR (90 MHz, 360 MHz) and 13C spectroscopic studies it was possible to show that the dimer is formed by the disproportionate of C8H12 to C8H14 and m-xylene, and further that it consists of diastereomeric products. The reaction of (-) R-3-methyl-1-methylencyclohexane, C8H14, with the Pd-salt confirms that during the reaction between C8H12 and trans-PdCl2(C6H5CN)2 no free C8H14 is formed in solution.Studies on cleavage reactions of the dimer are also described in this paper.

scholarly journals Synthesis and Characterization of Some Novel Oxazine, Thiazine and Pyrazol Derivatives

2016 ◽  
Vol 13 (2) ◽  
pp. 244-252
Author(s):  
Baghdad Science Journal
Keyword(s):  
Acetic Acid ◽  
Ir Spectra ◽  
Glacial Acetic Acid ◽  
Basic Medium ◽  
Synthesis And Characterization ◽  
Pyrazole Derivatives ◽  
Phenyl Hydrazine ◽  
H Nmr ◽  
Ft Ir

In this paper, some chalcone derivatives (C1, C2) were synthesized based on the reaction of equal amount of substituted acetophenone and substituted banzaldehyde in basic medium. Oxazine and thiazine derivatives were prepared from the reaction of chalcones (C1-C2) with urea and thiourea respectively in a basic medium. Pyrazole derivatives were prepared based on the reaction of chalcones with hydrazine mono hydrate or phenyl hydrazine in the presence of glacial acetic acid as a catalyst. The new synthesized compounds were identified using various physical techniques like1 H-NMR and FT-IR spectra.

Synthesis and Characterization of an Alendronate-Chitosan Conjugate

2011 ◽  
Vol 140 ◽  
pp. 53-57 ◽  
Author(s):  
Xiao Hong Shao ◽  
Ji Qing Xu ◽  
Yan Peng Jiao ◽  
Chang Ren Zhou
Keyword(s):  
Drug Delivery ◽  
Drug Delivery System ◽  
Synthesis And Characterization ◽  
Hydroxyl Groups ◽  
Amino Groups ◽  
H Nmr ◽  
Ft Ir ◽  
Novel Drug Delivery System ◽  
Novel Drug

The biomineral-binding alendronate-chitosan conjugate (Scheme 1) was developed as a novel drug delivery system. Alendronate was conjugated to the hydroxyl groups of chitosan, thereby maintaining the amino groups of chitosan intact. By means of FT-IR and 1H NMR, the characterization was conducted to confirm the successful synthesis of alendronate-chitosan conjugate.

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