On the mechanism of the reaction between ozone and alcohols: Ozonation kinetics of butanol-1 and its esters in CCl4

Borodin, A. A.; Разумовский, С. Д.

doi:10.1134/s0023158409030070

Cited by 5 publications

(4 citation statements)

References 4 publications

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“…All chemicals were used without further purification. The CCl 4 pretreatment with ozone, followed by the ozone displacement, as performed by Borodin and Razumovskii [8] , did not affect the measurement results.…”

Section: Methodsmentioning

confidence: 89%

“…Ozone as an effective oxidizing agent is widely used in the oxidation of organic and inorganic compounds [1−5] . As a rule, oxidation reactions are performed in solutions of the starting compounds in organic or aqueous media depending on the kind of the substrate being oxidized [6−8] . To intensify the oxidation, it is necessary to create the optimum conditions ensuring the stability of the reaction medium and the sufficient concentrations of ozone and the substrate being oxidized in the reaction zone.…”

Section: Introductionmentioning

confidence: 99%

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Ozone in Polar (Acetonitrile) and Nonpolar (Carbon Tetrachloride) Organic Liquids: Optical Absorption, Solubility, and Stability

Ершов

Panich

2022

ChemistrySelect

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The optical characteristics, solubility, and decomposition kinetics of ozone in polar (acetonitrile, CH 3 CN) and nonpolar (carbon tetrachloride, CCl 4 ) liquids in the temperature range 233.15-295.15 K were studied. The rate constants of the O 3 decomposition at 295.15 K in CH 3 CN and CCl 4 are 3.3 × 10 À 5 and 5.0 × 10 À 5 s À 1 , respectively. At low temperatures, ozone solu-tions are practically stable. The solubility coefficients at 295.15 K are 2.6 in CH 3 CN and 2.9 in CCl 4 ; at 233.15 K, they increase to approximately 7.0. Thus, these two liquids have a set of properties making them optimum for studying the ozonolysis in polar and nonpolar media.

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Section: Methodsmentioning

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Ozone in Polar (Acetonitrile) and Nonpolar (Carbon Tetrachloride) Organic Liquids: Optical Absorption, Solubility, and Stability

Ершов

Panich

2022

ChemistrySelect

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“…Ozone attacks most organic solvents more readily than it activates alkanes, which adversely affects the efficient utilization of ozone. Solvents such as chlorocarbons − and fluorocarbons − display enhanced resistance to ozone. However, these solvents pose environmental concerns. , While acetic acid can serve as a more environmentally benign solvent that is resistant to ozone oxidation, this solvent acts as a radical scavenger and thus does not act as an innocent solvent .…”

Section: Introductionmentioning

confidence: 99%

“…Ozone attacks most organic solvents more readily than it activates alkanes, which adversely affects the efficient utilization of ozone. Solvents such as chlorocarbons 47 − 49 and fluorocarbons 50 − 52 display enhanced resistance to ozone. However, these solvents pose environmental concerns.…”

Section: Introductionmentioning

confidence: 99%

Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Zhu

Jackson

Subramaniam

2023

JACS Au

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We have demonstrated the oxidation of mixed alkanes (propane, nbutane, and isobutane) by ozone in a condensed phase at ambient temperature and mild pressures (up to 1.3 MPa). Oxygenated products such as alcohols and ketones are formed with a combined molar selectivity of >90%. The ozone and dioxygen partial pressures are controlled such that the gas phase is always outside the flammability envelope. Because the alkane−ozone reaction predominantly occurs in the condensed phase, we are able to harness the unique tunability of ozone concentrations in hydrocarbon-rich liquid phases for facile activation of the light alkanes while also avoiding over-oxidation of the products. Further, adding isobutane and water to the mixed alkane feed significantly enhances ozone utilization and the oxygenate yields. The ability to tune the composition of the condensed media by incorporating liquid additives to direct selectivity is a key to achieving high carbon atom economy, which cannot be achieved in gas-phase ozonations. Even in the liquid phase, without added isobutane and water, combustion products dominate during neat propane ozonation, with CO 2 selectivity being >60%. In contrast, ozonation of a propane+isobutane+water mixture suppresses CO 2 formation to 15% and nearly doubles the yield of isopropanol. A kinetic model based on the formation of a hydrotrioxide intermediate can adequately explain the yields of the observed isobutane ozonation products. Estimated rate constants for the formation of oxygenates suggest that the demonstrated concept has promise for facile and atom-economic conversion of natural gas liquids to valuable oxygenates and broader applications associated with C−H functionalization.

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Spectrophotometric determination of ozone in solutions: Molar absorption coefficient in the visible region

Ершов

Panich

2019

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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On the mechanism of the reaction between ozone and alcohols: Ozonation kinetics of butanol-1 and its esters in CCl4

Cited by 5 publications

References 4 publications

Ozone in Polar (Acetonitrile) and Nonpolar (Carbon Tetrachloride) Organic Liquids: Optical Absorption, Solubility, and Stability

Ozone in Polar (Acetonitrile) and Nonpolar (Carbon Tetrachloride) Organic Liquids: Optical Absorption, Solubility, and Stability

Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Spectrophotometric determination of ozone in solutions: Molar absorption coefficient in the visible region

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