22. The course of autoxidation reactions in polyisoprenes and allied compounds. Part I. The structure and reactive tendencies of the peroxides of simple olefins

Farmer, Ernest Harold; Sundralingam, Alvappillai

doi:10.1039/jr9420000121

Cited by 90 publications

(26 citation statements)

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“…A methylene group in the allylic position incyclohexene is vulnerable to attack by such reagents as lead tetraacetate ( l l ) , seleniilm dioxide in acetic anhydride (15), chromic anhydride in acetic, acid (37), diazonium compounds (38), oxygen in the presence of osnliuln (39) or in the presence of ultraviolet light (12,14), mercuric acetate (G, 3G), and N-bromosuccinimide (41). Farmer and Sundralingam (14) For personal use only.…”

Section: Introductionmentioning

confidence: 99%

AN IMPROVED SYNTHESIS OF CIS-CIS-TRANS-CYCLOHEXANE-1,2,3-TRIOL

Gogek¹,

Moir²,

McRae³

et al. 1951

Can. J. Chem.

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Section: Introductionmentioning

confidence: 99%

AN IMPROVED SYNTHESIS OF CIS-CIS-TRANS-CYCLOHEXANE-1,2,3-TRIOL

Gogek¹,

Moir²,

McRae³

et al. 1951

Can. J. Chem.

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“…The current knowledge about the lipid oxidation mechanism is gathered by analysis of oxidation products and kinetic studies. During the 1940s, lipid hydroperoxides (LOOH) were identified as the primary lipid oxidation products (Farmer and Sundralingam ; Farmer and Sutton , ) and the free radical mechanism of lipid oxidation was proposed (Bolland , ; Bolland and Gee , ). It is largely accepted that lipid oxidation reactions are explained by the classical free radical chain mechanism presented in Figure .…”

Section: Lipid Oxidation As Explained By the Free Radical Mechanismmentioning

confidence: 99%

The New Paradigm for Lipid Oxidation and Insights to Microencapsulation of Omega‐3 Fatty Acids

Ghnimi

Budilarto

Kamal‐Eldin

2017

Comp Rev Food Sci Food Safe

120

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The consumption of omega-3 fatty acids provides a wide range of health benefits. However, the incorporation of these fatty acids in foods is limited because of their high oxidative instability. A new paradigm has emerged to better explain the oxidation mechanism of polyunsaturated fatty acids, which will be discussed here with reference to bulk lipids considered a special case of water in oil microemulsion. This paradigm suggests that lipid oxidation reactions are initiated by heterogeneous catalysis by metal oxides followed by the formation of micelles containing initial hydroperoxides, water, and other amphiphilic compounds. The induction period comes to the end when the formed micelles reach a critical micelle concentration and start to decompose opening the way to intense free radical reactions. Antioxidants and synergists extend the induction period not only by scavenging free radicals but also by stabilizing the micelles. With better understanding of the lipid oxidation mechanism, a tailored choice of antioxidants and synergistic combinations, and efficient encapsulation methods may be optimized to provide stable encapsulates containing highly n-3 polyunsaturated fatty acids. Smart processing and encapsulation technologies utilizing properly stabilized oils as well as optimized packaging parameters aiming to enhance n-3 fatty acid stability by smart selection/design of antioxidants, control of the interfacial physics and chemistry, and elimination of surface oil are needed for this purpose.

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“…p-Benzoquinone, a novel metabolite, has also been identified starting from CHPP and from DES (following paper, MS 143). Although these compounds are of the type expected from a dioxetane originating from a hydroperoxide (lo), it is more likely that they are formed by a Hock cleavage of hydroperoxide (Farsser and Sundralingan, 1942) and, as such, should not be generated excited.…”

Section: Dienestrolmentioning

confidence: 99%

Chemiexcitation in the Peroxidative Metabolism of Diethylstilbestrol. Metabolic Products

Knudsen

Cilento

1992

Photochem & Photobiology

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In the presence of the surfactant hexadecyltrimethyl ammonium bromide (CTAB) a cascade of electronically excited states accompanies the successive steps in the peroxidative metabolization of the strong estrogenic and tumourogenic diethylstilbestrol. Reversing the order by necessity, we report in this first paper results with the metabolites. Exposure of 4-hydroxypropiophenone, Z,Z-dienestrol or E,E-dienestrol to horseradish peroxidase and H2O2 promotes oxygen uptake and spectral alterations. Light emission is observed provided that the surfactant CTAB is present. With the three substrates, 4-hydroxybenzoic acid and a new metabolite, p-benzoquinone, have been identified. With both dienestrol isomers, 1-(4'-hydroxyphenyl)-propan-1-on-2-ol has been identified. In all cases the emission spectrum indicates the presence of several emitters. Possible chemiexcitation routes are pointed out. From the dramatic increase of the emission by enhancers, values as high as 1 x 10(-5) are inferred for the product of the quantum yields of chemiexcitation and energy transfer.

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22. The course of autoxidation reactions in polyisoprenes and allied compounds. Part I. The structure and reactive tendencies of the peroxides of simple olefins

Cited by 90 publications

References 0 publications

AN IMPROVED SYNTHESIS OF CIS-CIS-TRANS-CYCLOHEXANE-1,2,3-TRIOL

AN IMPROVED SYNTHESIS OF CIS-CIS-TRANS-CYCLOHEXANE-1,2,3-TRIOL

The New Paradigm for Lipid Oxidation and Insights to Microencapsulation of Omega‐3 Fatty Acids

Chemiexcitation in the Peroxidative Metabolism of Diethylstilbestrol. Metabolic Products

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