Synthesis and characterization of some oxidized derivatives of citronellal ethylene acetal

1982 ◽  
Vol 60 (14) ◽  
pp. 1847-1852 ◽  
Author(s):  
Wesley G. Taylor
Keyword(s):  
Manganese Dioxide ◽  
Acid Methyl Ester ◽  
Selenium Dioxide ◽  
Glass Capillary Column ◽  
Resonance Spectroscopy ◽  
Glass Capillary ◽  
Geometrical Isomers ◽  
E And Z Isomers ◽  
Ethylene Acetal

Three pairs of geometrical isomers corresponding to allylic monooxidation products of the trisubstituted olefin, citronellal ethylene acetal (3), were synthesized. These compounds were the E and Z isomers of 7-(1,3-dioxolan-2-yl)-2,6-dimethyl-2-hepten-1-ol, -1-al, and -1-oic acid (methyl ester), precursors for identifying the biodegradation products from citronellal and some of its derivatives. The E aldehyde (4) was obtained from 3 by the Sharpless procedure with catalytic quantities of selenium dioxide. The E ester (5) and E alcohol (6) were prepared in high isomeric purity (97–99%) from 4 with activated manganese dioxide and sodium borohydride, respectively. Selective ozonolysis of the isobutenyl group in 3 gave 5-(1,3-dioxolan-2-yl)-4-methyl-1-pentanal (7). Under the conditions used, ozone did not react with the ethylene acetal group. Acetal aldehyde (7) was stereoselectively converted to the Z alcohol (8) by a Wittig reaction. Manganese dioxide oxidation of 8 (98–99% Z isomer) to the Z aldehyde (9) and of 9 to the Z ester (10) was accompanied by partial Z to E isomerization. The distribution of E and Z isomers in crude reaction mixtures was determined by gas chromatography with a glass capillary column or by proton magnetic resonance spectroscopy.

scholarly journals First Insight into Nutraceutical Properties of Local Salento Cichorium intybus Varieties: NMR-Based Metabolomic Approach

2021 ◽  
Vol 18 (8) ◽  
pp. 4057
Author(s):  
Chiara Roberta Girelli ◽  
Francesca Serio ◽  
Rita Accogli ◽  
Federica Angilè ◽  
Antonella De Donno ◽  
...  
Keyword(s):  
1H Nmr ◽  
Cichorium Intybus ◽  
Resonance Spectroscopy ◽  
Metabolic Profiles ◽  
Whole Plant ◽  
Different Content ◽  
Insight Into ◽  
Nutraceutical Properties ◽  
Metabolomic Approach

Background: Plants of genus Cichorium are known for their therapeutic and nutraceutical properties determined by a wealth of phytochemical substances contained in the whole plant. The aim of this paper was to characterize the metabolic profiles of local Salento chicory (Cichorium intybus L.) varieties (“Bianca”, “Galatina”, “Leccese”, and “Otranto”) in order to describe their metabolites composition together with possible bioactivity and health beneficial properties. Methods: The investigation was performed by 1H-NMR spectroscopy and Multivariate Analysis (MVA), by which the metabolic profiles of the samples were easily obtained and compared. Results: The supervised Partial Least Squares Discriminant Analysis (PLS-DA) analysis showed as “Bianca” and “Galatina” samples grouped together separated by “Leccese” and “Otranto” varieties. A different content of free amino acids and organic acids was observed among the varieties. In particular a high content of cichoric and monocaffeoyl tartaric acid was observed for the “Leccese” variety. The presence of secondary metabolites adds significant interest in the investigation of Cichorium inthybus, as this vegetable may benefit human health when incorporated into the diet. Conclusions: The 1H-NMR (Nuclear Magnetic Resonance Spectroscopy) based characterization of Salento chicory varieties allowed us to determine the potential usefulness and nutraceutical properties of the product, also providing a method to guarantee its authenticity on a molecular scale.

Characterization of Copper-Modified ZSM-5 with Sorbed Pyridine Using Nuclear Magnetic Resonance Spectroscopy

2012 ◽  
Vol 43 (3) ◽  
pp. 431-442
Author(s):  
Stanislava Nagyová ◽  
Mária Kovaľaková ◽  
Oľga Fričová ◽  
Viktor Hronský ◽  
Dušan Olčák ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Nuclear Magnetic

Manufacture of the Glass Nanopore Based on Laser Heating and Experimental Research

2016 ◽  
Vol 851 ◽  
pp. 244-248
Author(s):  
Ya Fei Zhang ◽  
Zhi Yuan Yao ◽  
Bi Cheng Wu
Keyword(s):  
Laser Heating ◽  
Chemical Method ◽  
Physical Method ◽  
Experimental Basis ◽  
Generation System ◽  
Glass Capillary ◽  
Linear Ultrasonic Motor ◽  
Capillary Tension ◽  
Through Hole

The glass nanopore produced by the physical method has better physical characteristics, higher strength, stronger stability, longer life and other significant features compared with the chemical method. The purpose of this paper is to study DNA sequencing (973 project) to provide experimental basis for preparation of glass capillary 5nm 3D nanochannel In this paper, we design a set of glass capillary tension system which is controlled by laser heating and linear ultrasonic motor and produced successfully the device for the preparation of nanopore below 50 nm. In addition, the use of micro droplet generation system has carried out preliminary characterization of nanopore drawn devices. Seen from the characterization, the nanopore device fabricated can indeed produce a through-hole.

In situsmall-angle X-ray scattering characterization of X-ray-induced local heating

2014 ◽  
Vol 47 (6) ◽  
pp. 2078-2080 ◽  
Author(s):  
Monika Witala ◽  
Jun Han ◽  
Andreas Menzel ◽  
Kim Nygård
Keyword(s):  
Local Heating ◽  
Liquid Mixtures ◽  
Glass Capillary ◽  
Sample Container ◽  
X Ray ◽  
X Ray Scattering ◽  
Synchrotron Light ◽  
Ray Scattering

It is shown that small-angle X-ray scattering from binary liquid mixtures close to the critical point of demixing can be used forin situcharacterization of beam-induced heating of liquid samples. For demonstration purposes, the proposed approach is applied on a well studied critical mixture of water and 2,6-lutidine. Given a typical incident X-ray flux at a third-generation synchrotron light source and using a 1.5 mm-diameter glass capillary as sample container, a beam-induced local temperature increase of 0.45 ± 0.10 K is observed.

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