Atmospheric chemistry of short-chain haloolefins: Photochemical ozone creation potentials (POCPs), global warming potentials (GWPs), and ozone depletion potentials (ODPs)

Wallington, Timothy J.; Andersen, Mads Peter; Nielsen, Ole John

doi:10.1016/j.chemosphere.2014.06.092

Cited by 97 publications

(89 citation statements)

References 34 publications

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“…4.2.1.1.2. 2,2,3,3,4,4,5,5, -120.4 (s, 2F, CF 2 ), -124.6 (s, 2F, CF 2 ), -127.0 (s, 2F, CF 2 ). 1,2, [5a] and 4-Bromo- 1,1,1,2,3,3-hexafluorobutane (3b) [6b] were prepared as described; physical constants and NMR spectra conformed to the published data [5a, 6b].…”

Section: Starting Materialsmentioning

confidence: 98%

“…2,2,3, was synthesized according to the method [5a]; physical constants and NMR spectra conformed with published data [5a]. 4.2.1.1.1.…”

Section: Starting Materialsmentioning

confidence: 99%

“…According to the literature data, the best methods use enol esters CF 3 CH=CHOR, as starting materials, usually prepared form trifluoropropyne [16a]. 3, or 1-chloro-3,3,3-trifluoropropene [16d] have been used as starting materials for the synthesis of these enol esters.…”

Section: Wittig-type Olefinationmentioning

confidence: 99%

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Alternative synthetic routes to hydrofluoroolefins

Yagupolskii

Pavlenko

Shelyazhenko

et al. 2015

Journal of Fluorine Chemistry

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Section: Starting Materialsmentioning

confidence: 98%

“…2,2,3, was synthesized according to the method [5a]; physical constants and NMR spectra conformed with published data [5a]. 4.2.1.1.1.…”

Section: Starting Materialsmentioning

confidence: 99%

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Alternative synthetic routes to hydrofluoroolefins

Yagupolskii

Pavlenko

Shelyazhenko

et al. 2015

Journal of Fluorine Chemistry

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“…In our experiments, this may be carried out by Cl atoms, while in the atmosphere, NO is typically invoked for this role. 4 As a specific example, the reactions of CF 3 OO with Cl and NO have rate constants of about 4 × 10 −11 and 2 × 10 −11 cm 3 molecule…”

Section: Methodsmentioning

confidence: 99%

“…Such halo-olefin species have GWPs around 3 orders of magnitude smaller than those of HFCs and have recently been highlighted as practical propellants for aerosol cans and working fluids for refrigeration. 3,4 We have made measurements of the rates of the reactions…”

Section: Introductionmentioning

confidence: 99%

Relative Rate and Product Studies of the Reactions of Atomic Chlorine with Tetrafluoroethylene, 1,2-Dichloro-1,2-difluoroethylene, 1,1-Dichloro-2,2-difluoroethylene, and Hexafluoro-1,3-butadiene in the Presence of Oxygen

et al. 2016

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Rate coefficients k 1–k 3 have been measured for Cl atom reactions with CF2CF2, CFClCFCl, and CCl2CF2 relative to k 4 for CF2CF–CFCF2 at 293 ± 2 K. k 4 was remeasured relative to Cl + ethane. Cl was generated by UV photolysis of Cl2, and other species were monitored by FT-IR spectroscopy. The measurements yield k 1 = (6.6 ± 1.0) × 10–11, k 2 = (6.5 ± 1.0) × 10–11, and k 3 = (7.1 ± 1.1) × 10–11 cm3 molecule–1 s–1, respectively, and k 4 = (8.0 ± 1.2) × 10–11 cm3 molecule–1 s–1 is proposed. These results are discussed in the context of atmospheric chemistry. Subsequent chemistry in the presence of oxygen leads to oxygenated products that are identified via their IR spectra, and possible mechanisms are discussed. The yield of CF2O from C2F4 is 93 ± 7%. Dichlorofluoroacetyl fluoride (CCl2FCFO) was observed as a product from CFClCFCl, and chlorodifluoroacetyl chloride (CClF2CClO) was observed from CCl2CF2 oxidation. C4F6 led to 66 ± 5% CF2O and 38 ± 3% OCF2CFC(F)O. Reaction enthalpies and enthalpy barriers computed via CBS-QB3 theory help rule out some unfavorable mechanistic steps.

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Organic Hydrofluoro‐Olefins (HFOs) and Hydrochlorofluoro‐Olefins (HCFOs)

Glatt,

Mukhi,

Sodani

2024

Patty's Toxicology

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Refrigerants that were generally toxic and flammable in the early 1900s were eventually replaced with chlorofluorocarbons (CFCs) in the early 1930s. Since then, they have undergone significant evolution, mostly driven by regulatory actions. The evolution pattern involves an initial phaseout of CFCs to hydrochlorofluorocarbons (HCFCs) followed by hydrofluorocarbons (HFCs), and finally to the current products which include a double bond in their structure and are referred to as hydrofluoro‐olefins (HFOs) and hydrochlorofluoro‐olefins (HCFOs); the term hydro(chloro)fluoro‐olefins (H(C)FOs) is employed when referring to both HFOs and HCFOs. These chemicals were/are also used as foam‐blowing agents, solvents, and propellants. Unlike HFCs and HCFCs, which are saturated organic compounds, H(C)FOs are unsaturated organic compounds (olefins or alkenes) and are composed of hydrogen, fluorine, and carbon (HFOs), or hydrogen, chlorine, fluorine, and carbon (HCFOs). The evolution of these products has mostly been driven by regulatory actions that were aimed at addressing their environmental impact. Initial scrutiny was placed on their stratospheric ozone depletion effects and later on their impact on global warming. H(C)FOs are generally categorized as having zero ozone depletion potential (ODP) and low global warming potential (GWP) and are considered more environmentally friendly, making them suitable substitutes for CFCs, HCFCs, and HFCs. The H(C)FOs reviewed in this chapter have relatively low toxicity and do not pose any health concerns for humans or the environment under normal use conditions. Toxicity datasets for a select number of substances have been reviewed by external scientific committees such as WEEL and ASHRAE as well as various regulatory bodies. Toxicological summaries of five representative commercial H(C)FOs are described in this chapter.

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Atmospheric chemistry of short-chain haloolefins: Photochemical ozone creation potentials (POCPs), global warming potentials (GWPs), and ozone depletion potentials (ODPs)

Cited by 97 publications

References 34 publications

Alternative synthetic routes to hydrofluoroolefins

Alternative synthetic routes to hydrofluoroolefins

Relative Rate and Product Studies of the Reactions of Atomic Chlorine with Tetrafluoroethylene, 1,2-Dichloro-1,2-difluoroethylene, 1,1-Dichloro-2,2-difluoroethylene, and Hexafluoro-1,3-butadiene in the Presence of Oxygen

Organic Hydrofluoro‐Olefins (HFOs) and Hydrochlorofluoro‐Olefins (HCFOs)

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