ChemInform Abstract: STRUCTURAL ISOMERS IN THE PERKIN REACTION. PART I. INTERACTION OF PHENYLACETIC ACID AND 3-NITROPHTHALIC ANHYDRIDE

1976 ◽  
Vol 7 (42) ◽  
pp. no-no
Author(s):  
A. M. ISLAM ◽  
I. B. HANNOUT ◽  
L. M. SOUKA ◽  
I. E. ISLAM
2010 ◽  
Vol 9 (4) ◽  
pp. 201-208 ◽  
Author(s):  
Jonathan S. Watson ◽  
Mark A. Sephton ◽  
Iain Gilmour

AbstractAn organic macromolecular residue, prepared from the Murchison meteorite by treatment with hydrofluoric and hydrochloric acids, was subjected to online thermochemolysis with tetramethylammonium hydroxide (TMAH). The most abundant compound released by thermochemolysis was benzoic acid. Other abundant compounds include methyl and dimethyl benzoic acids as well as methoxy benzoic acids. Short chain dicarboxylic acids (C4–8) were also released from the organic macromolecule. Within the C1 and C2 benzoic acids all possible structural isomers are present reflecting the abiotic origin of these units. The most abundant isomers include 3,4-dimethylbenzoic acid (DMBA), 3,5-DMBA, 2,6-DMBA and phenylacetic acid. Thermochemolysis also liberates hydrocarbons that are not observed during thermal desorption; these compounds include naphthalene, methylnaphthalenes, biphenyl, methylbiphenyls, acenaphthylene, acenaphthene, phenanthrene, anthracene, fluoranthene and pyrene. The lack of oxygen containing functional groups in these hydrocarbons indicates that they represent non-covalently bound, occluded molecules within the organic framework. This data provides a valuable insight into oxygen bound and physically occluded moieties in the Murchison organic macromolecule and implies a relative order of synthesis or agglomeration for the detected organic constituents.


1973 ◽  
Vol 315 (6) ◽  
pp. 1025-1036 ◽  
Author(s):  
A. M. Islam ◽  
I. B. Hannout ◽  
L. M. Souka ◽  
A. M. Naser ◽  
A. A. El-Maghraby ◽  
...  

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3224
Author(s):  
Leander Geske ◽  
Ulrich Kauhl ◽  
Mohamed E. M. Saeed ◽  
Anja Schüffler ◽  
Eckhard Thines ◽  
...  

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.


Metabolites ◽  
2020 ◽  
Vol 10 (12) ◽  
pp. 514
Author(s):  
Tom van der Laan ◽  
Isabelle Boom ◽  
Joshua Maliepaard ◽  
Anne-Charlotte Dubbelman ◽  
Amy C. Harms ◽  
...  

A popular fragmentation technique for non-targeted analysis is called data-independent acquisition (DIA), because it provides fragmentation data for all analytes in a specific mass range. In this work, we demonstrated the strengths and weaknesses of DIA. Two types of chromatography (fractionation/3 min and hydrophilic interaction liquid chromatography (HILIC)/18 min) and three DIA protocols (variable sequential window acquisition of all theoretical mass spectra (SWATH), fixed SWATH and MSALL) were used to evaluate the performance of DIA. Our results show that fast chromatography and MSALL often results in product ion overlap and complex MS/MS spectra, which reduces the quantitative and qualitative power of these DIA protocols. The combination of SWATH and HILIC allowed for the correct identification of 20 metabolites using the NIST library. After SWATH window customization (i.e., variable SWATH), we were able to quantify ten structural isomers with a mean accuracy of 103% (91–113%). The robustness of the variable SWATH and HILIC method was demonstrated by the accurate quantification of these structural isomers in 10 highly diverse blood samples. Since the combination of variable SWATH and HILIC results in good quantitative and qualitative fragmentation data, it is promising for both targeted and untargeted platforms. This should decrease the number of platforms needed in metabolomics and increase the value of a single analysis.


1933 ◽  
Vol 8 (5) ◽  
pp. 447-449 ◽  
Author(s):  
Steward Basterfield ◽  
James W. Tomecko

The ionization constants of p-nitrophenylacetic and phenylmalonic acids have been determined from conductivity data. The value of K for p-nitrophenylacetic acid at 25 °C. is 1.04 × 10−4, about twice that of phenylacetic acid. The nitro group in the nucleus has not as powerful an effect on the ionization when the COOH group is in the side chain as it has when both nitro group and COOH are in the nucleus. K for p-nitrobenzoic acid is six times as great as K for benzoic acid. K for phenylmalonic acid is 2. 77 × 10−3 as compared with 1.6 × 10−3 for malonic acid.


1997 ◽  
Vol 13 (2) ◽  
pp. 151-161 ◽  
Author(s):  
Kevin B. Thurbide ◽  
C. M. Elson ◽  
P. G. Sim

The negative‒ion chemical ionization mass spectra of a group of structural isomers of amphetamine have been studied using carbon dioxide as the reagent gas. Characteristic and reproducible differences are observed for each member of the set implying that this technique offers a means of distinguishing among groups of amphetamine isomers. Characteristic adducts to the molecular ion are observed in the form (M–[H]+[O]) and (M–[H]+[CO2]). Descriptions of some fragments are given based on the mass spectral behaviour of a set of analogue compounds and the results of oxygen-18 labelled carbon dioxide reagent gas experiments. Contents of the carbon dioxide plasma and their impact on various analytes is also discussed.


1991 ◽  
Vol 46 (6) ◽  
pp. 783-788 ◽  
Author(s):  
Christian Egger ◽  
Ulrich Schubert

A heterogenized rhodium complex, prepared by sol-gel processing of Rh(CO)Cl[PPh2CH2CH2Si(OEt)3]2 and Si(OEt)4, is shown to catalyze the conversion of the silanes H4-nSiPh„ (n = 1 - 3) or (HMe2Si)2O to (poly)siloxanes by air or water. Using THF as a solvent, the silanoles Ph3SiOH or Ph2Si(OH)2 are obtained instead. The reaction of phenylacetic acid or acetic acid with HSiPh3 to give silyl esters is catalyzed by the same compound.


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