Mechanism of the ozonolysis of propene in the liquid phase

Choe, Jong In; Srinivasan, Mandyam V.; Kuczkowski, Robert L.

doi:10.1021/ja00352a030

Cited by 22 publications

(5 citation statements)

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“…The cross‐ozonide formation, observed with alkenes,1, 2, 10, 11 is possible with polydienes too (Scheme , reaction 5). The problem is that the application of 1 H‐NMR spectroscopy, in the case of polybutadienes, does not allow differentiation between normal, cross, and polymeric ozonides.…”

Section: Resultsmentioning

confidence: 99%

“…It is established that as a rule the values of the rate constants for the trans ‐alkenes are about 1.5–2 times higher than those of the cis‐forms 4–9. On the other hand the yield of the basic reaction product in the so‐called “nonparticipating solvents”‐ozonide is usually greater in the case of cis ‐alkenes 2, 10, 11. The ozone reaction with polydienes in solution is used for determination of the elastomers structure,12, 13 their modification,14 and especially for investigations on the kinetics and mechanism of ozone degradation 15, 16.…”

Section: Introductionmentioning

confidence: 99%

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Does combination of lipid formulation of amphotericin B and echinocandins improve outcome of invasive aspergillosis in hematological malignancy patients?

Mihu

Kassis

Ramos

et al. 2010

Cancer

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BACKGROUND:In vitro and in vivo studies suggested that combination of lipid formulation of amphotericin B (L‐AMB) and echinocandins may have a synergistic or additive effect against Aspergillus. Furthermore, clinical studies suggested that this combination may improve response of invasive aspergillosis (IA).METHODS:Between August 1993 and June 2008, the authors identified a total of 159 patients with hematological malignancies who received salvage therapy for IA, with L‐AMB alone, echinocandins alone, or a combination of L‐AMB and echinocandins. Clinical characteristics, response to salvage therapy, and death up to 12 weeks after initiation of salvage therapy were retrospectively determined for all patients.RESULTS:Seventy patients received salvage therapy with L‐AMB, 18 patients received echinocandins alone (89% of whom received caspofungin), and 71 patients received the combination therapy of amphotericin B and echinocandins (90% of who received caspofungin). The 3 salvage treatment groups were comparable in regard to clinical characteristics; graft versus host disease was more frequently encountered in the echinocandin group, whereas more patients in the L‐AMB and combination groups had neutropenia and received immunotherapy. The response to salvage therapy was better in the echinocandin group (9% L‐AMB, 28% echinocandins, and 21% for combination therapy). The 3 groups had a comparable rate of Aspergillus‐related death (58%‐64%) and overall mortality (61%‐67%).CONCLUSIONS:The combination of L‐AMB and echinocandins offered no advantage in terms of improving response or reducing mortality over either drug alone. Hence, this combination will only add to the cost of therapy without any improvement in outcome in patients with hematological malignancies. Cancer 2010. © 2010 American Cancer Society.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Does combination of lipid formulation of amphotericin B and echinocandins improve outcome of invasive aspergillosis in hematological malignancy patients?

Mihu

Kassis

Ramos

et al. 2010

Cancer

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“…The cis-and trans-disubstituted species (9 and 8, respectively) were assigned by noting the additivity of the deuterium effects. However, additivity was not observed for the l,l-dz (10) or the d3 (11) species. For 10, the isotope shift of 0.0030 falls between the shifts for Hb and H, in EtOz-d, (7), which is the same trend as observed for PrOz.…”

Section: Assignment Of Chemical Shifts In Propylene Ozonidementioning

confidence: 84%

Deuterium isotope effects in propylene and ethylene ozonide

Choe

Choi

Kuczkowski

1986

Magnetic Reson in Chemistry

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“…As shown in fig. S2A, these fragments can recombine to form a secondary ozonide (SOZ) (42)(43)(44)(45)(46)(47)(48)(49) if they are held in close proximity, for example, in a solvent cage. The product peaks at 1579 and 1226 cm −1 are characteristic of NO 2 asymmetric and symmetric stretches, and the peak at 1125 cm −1 is due to a C─O absorption (fig.…”

Section: -Methyl-1-nitroprop-1-enementioning

confidence: 99%

Predicting the environmental fates of emerging contaminants: Synergistic effects in ozone reactions of nitrogen-containing alkenes

Wang

Wingen

et al. 2023

Sci. Adv.

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While nitro and amino alkenes are common in pharmaceuticals, pesticides, and munitions, their environmental fates are not well known. Ozone is a ubiquitous atmospheric oxidant for alkenes, but the synergistic effects of nitrogen-containing groups on the reactions have not been measured. The kinetics and products of ozonolysis of a series of model compounds with different combinations of these functional groups have been measured in the condensed phase using stopped-flow and mass spectrometry methods. Rate constants span about six orders of magnitude with activation energies ranging from 4.3 to 28.2 kJ mol −1 . Vinyl nitro groups substantially decrease the reactivity, while amino groups have the opposite effect. The site of the initial ozone attack is highly structure dependent, consistent with local ionization energy calculations. The reaction of the neonicotinoid pesticide nitenpyram, which forms toxic N -nitroso compounds, was consistent with model compounds, confirming the utility of model compounds for assessing environmental fates of these emerging contaminants.

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Mechanism of the ozonolysis of propene in the liquid phase

Cited by 22 publications

References 0 publications

Does combination of lipid formulation of amphotericin B and echinocandins improve outcome of invasive aspergillosis in hematological malignancy patients?

Does combination of lipid formulation of amphotericin B and echinocandins improve outcome of invasive aspergillosis in hematological malignancy patients?

Deuterium isotope effects in propylene and ethylene ozonide

Predicting the environmental fates of emerging contaminants: Synergistic effects in ozone reactions of nitrogen-containing alkenes

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