Oxidation of Organic Sulfides. IV. Autoxidation of Cyclohex-2-Enyl Methyl Sulfide

1956 ◽  
Vol 29 (1) ◽  
pp. 83-94
Author(s):  
L. Bateman ◽  
F. W. Shipley

Abstract Cyclohex-2-enyl methyl sulfide readily absorbs up to about 0.3 mole of oxygen per mole at 55° to yield a complex mixture. Cyclohexenyl methyl sulfoxide, 6-methylthiocyclohex-2-enone (VIII), cyclohexenone, cyclohexenol, water, and dimethyl disulfide have been identified and estimated approximately quantitatively. A reaction mechanism consistent with these and other experimental data is presented and discussed. Several new keto-sulfides which were required as reference compounds have been prepared and characterized; the sulfide (VIII) and its 3-methylthioisomer (III) show marked antioxidant activity.

1996 ◽  
Vol 61 (21) ◽  
pp. 7620-7626 ◽  
Author(s):  
Daniel K. Baeschlin ◽  
Birgitte Hyrup ◽  
Steven A. Benner ◽  
Clemens Richert

1957 ◽  
Vol 30 (2) ◽  
pp. 397-405 ◽  
Author(s):  
L. C. Bateman ◽  
R. W. Glazebrook ◽  
C. G. Moore ◽  
R. W. Saville

Abstract Polyisoprenes react with sulfur both intramolecuarly and intermolecularly to yield cyclic sulfides and crosslinked sulfides, respectively. The structures of these have been examined for the reaction of the di-isoprene, 2,6-dimethylocta-2,6-diene, with sulfur at 140°. The cyclic sulfides consist of the two saturated compounds (I) and (II) and the two unsaturated compounds (III) and (IV). The crosslinked sulfide consists of a complex mixture in which unsaturated open chain and saturated and unsaturated cyclic sulfide structures have been identified. The structures of these products suggest a polar reaction mechanism, and also that hydrogen sulfide participates in the reaction. The influence of organic bases, the sulfurizing agent, reaction temperature, and zinc salts on the nature of the sulfur linkage is discussed.


Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 3878 ◽  
Author(s):  
Francesco Saverio Robustelli della Cuna ◽  
Jacopo Calevo ◽  
Elia Bari ◽  
Annalisa Giovannini ◽  
Cinzia Boselli ◽  
...  

The volatile fractions from fresh inflorescences of naturally growing orchids Anacamptis coriophora (L.) R. M. Bateman, Pridgeon & M. W. Chase subsp. fragrans (Pollini), Anacamptis pyramidalis (L.) R. Ophrys holosericea (Burm.) Greuter and Serapias vomeracea (Burm. f.) B. were isolated by steam distillation and analyzed by GC/FID and GC/MS. Saturated hydrocarbons were quantified as the major constituents of the volatile fraction (47.87–81.57% of the total essential oil), of which long-chain monounsaturated hydrocarbons accounted from 9.20% to 32.04% of the total essential oil. Double bond position in linear alkenes was highlighted by dimethyl disulfide derivatization and MS fragmentation. Aldehydes (from 3.45 to 18.18% of the total essential oil), alcohols (from 0.19% to 13.48%), terpenes (from 0.98 to 2.50%) and acids (0.30 to 2.57%) were also detected. These volatiles compounds may represent a particular feature of these plant species, playing a critical role in the interaction with pollinators. DPPH assay evaluating the antioxidant activity of the essential oils was carried out, showing a dose-dependent antioxidant activity.


2020 ◽  
Vol 7 ◽  
Author(s):  
Wen Qin ◽  
Katrin Huber ◽  
Moritz Popp ◽  
Patrick Bauer ◽  
Andrea Buettner ◽  
...  

2012 ◽  
Vol 2012 ◽  
pp. 1-10 ◽  
Author(s):  
Marcela Hernández-Ortega ◽  
Alicia Ortiz-Moreno ◽  
María Dolores Hernández-Navarro ◽  
Germán Chamorro-Cevallos ◽  
Lidia Dorantes-Alvarez ◽  
...  

Carotenoids extracted from dried peppers were evaluated for their antioxidant, analgesic, and anti-inflammatory activities. Peppers had a substantial carotenoid content: guajillo3406±4 μg/g, pasilla2933±1 μg/g, and ancho1437±6 μg/g of sample in dry weight basis. A complex mixture of carotenoids was discovered in each pepper extract. The TLC analysis revealed the presence of chlorophylls in the pigment extract from pasilla and ancho peppers. Guajillo pepper carotenoid extracts exhibited good antioxidant activity and had the best scavenging capacity for the DPPH+cation (24.2%). They also exhibited significant peripheral analgesic activity at 5, 20, and 80 mg/kg and induced central analgesia at 80 mg/kg. The results suggest that the carotenoids in dried guajillo peppers have significant analgesic and anti-inflammatory benefits and could be useful for pain and inflammation relief.


1974 ◽  
Vol 29 (11) ◽  
pp. 1697-1698 ◽  
Author(s):  
F. Mansilla ◽  
P. Martinez ◽  
J. Sancho

By using a conductometric method, the kinetics of the basic hydrolysis of benzyl benzoate in water-alcohol medium has been investigated. The second order rate constant follows the equation K = A exp {-E/RT} with A = 1.35·1010 l mol-1 min-1 and E = 14.5 kcal mol-1. A reaction mechanism is postulated, which is consistent with the experimental data.


2020 ◽  
Vol 92 (1) ◽  
pp. 151-166 ◽  
Author(s):  
Luís M. T. Frija ◽  
Bruno G. M. Rocha ◽  
Maxim L. Kuznetsov ◽  
Lília I. L. Cabral ◽  
M. Lurdes S. Cristiano ◽  
...  

AbstractA new (tetrazole-saccharin)nickel complex is shown to be a valuable catalyst for the hydrosilative reduction of aldehydes under microwave radiation at low temperatures. With typical 1 mol% content of the catalyst (microwave power range of 5–15 W) most reactions are complete within 30 min. The Ni(II)-catalyzed reduction of aldehydes, with a useful scope, was established for the first time by using this catalyst, and is competitive with the most effective transition-metal catalysts known for such transformation. The catalyst reveals tolerance to different functional groups, is air and moisture stable, and is readily prepared in straightforward synthetic steps. Supported by experimental data and DFT calculations, a plausible reaction mechanism involving the new catalytic system is outlined.


1983 ◽  
Vol 61 (5) ◽  
pp. 968-974 ◽  
Author(s):  
D. L. Singleton ◽  
R. S. Irwin ◽  
R. J. Cvetanović

The mechanism of the reaction of ground state oxygen atoms, O(3P), with CH3SSCH3 was studied by analysis of the final products. Oxygen atoms were generated by mercury photosensitized decomposition of N2O such that [Formula: see text]. The only detected product was CH3S(O)2SCH3, which accounted for close to 70% of the oxygen atoms reacted. Isomerization of small amounts of cis- or trans-2-butene added to the reaction mixture indicated the presence of CH3S radicals. The results are consistent with the primary reaction O + CH3SSCH3 → CH3SO + CH3S. The effect of small amounts of CH3SH and H2S on the yields of CH3S(O)2SCH3 and the products formed provide further information on the nature of the secondary chemistry. A comprehensive reaction mechanism has been proposed.


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