Fluorinated Derivatives of Ethane

McBee, E. T.; Hass, H. B.; Bittenbender, W.; Weesner, W. E.; Toland, William G.; Hausch, W.; frost, lisa

doi:10.1021/ie50447a637

Cited by 24 publications

(6 citation statements)

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“…As a result, a mixture of mono-, di-, and trichloride (CF 3 CH 2 Cl, CF 3 CHCl 2 , CF 3 CCl 3 ) was formed (Scheme 6). 34 Similarly, radical chlorination of 1,1-difluoroethane gave a mixture of monochloride CF 2 ClCH 3 and dichloride CF 2 ClCH 2 Cl in 70% and 6% yield, respectively. It should be noted that CF 2 HCH 2 Cl is not formed under these conditions.…”

Section: Halogenation Of Ethylenes and Ethanesmentioning

confidence: 98%

“…However, while in the case of bromination the selectivity was rather high, it was difficult to control the chlorination of CF 3 CH 3 . As a result, a mixture of mono-, di-, and trichloride (CF 3 CH 2 Cl, CF 3 CHCl 2 , CF 3 CCl 3 ) was formed (Scheme ) …”

Section: Synthesis Of Polyfluorinated Ethanesmentioning

confidence: 99%

“…Such methods are based on reactions with hydrogen fluoride and its combination with Lewis acids. For example, the reaction of 1,1-dichloroethylene with hydrogen fluoride gives directly 1,1,1-trifluoroethane by the addition of HF–halogen exchange sequence (Scheme ) …”

Section: Synthesis Of Polyfluorinated Ethanesmentioning

confidence: 99%

See 2 more Smart Citations

Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

2015

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Section: Halogenation Of Ethylenes and Ethanesmentioning

confidence: 98%

Section: Synthesis Of Polyfluorinated Ethanesmentioning

confidence: 99%

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Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

2015

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“…Indeed, R-134a was mentioned as a possible refrigerant in a 1959 patent, 38 and it was mentioned in the chemical literature in 1936. 39 The first investigation of R-123 was as an anesthetic in 1946 by Robbins, 40 who used material prepared by McBee et al 41 2.4.1. National Bureau of Standards (NBS) Study of Alternatives.…”

Section: Evolving Constraints and Refrigerant "Generations"mentioning

confidence: 99%

(R)Evolution of Refrigerants

2020

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As we enter the "fourth generation" of refrigerants, we consider the evolution of refrigerant molecules, the everchanging constraints and regulations that have driven the need to consider new molecules, and the advancements in the tools and property models used to identify new molecules and design equipment using them. These separate aspects are intimately intertwined and have been in more-or-less continuous development since the earliest days of mechanical refrigeration, even if sometimes out-of-sight of the mainstream refrigeration industry. We highlight three separate, comprehensive searches for new refrigerantsin the 1920s, the 1980s, and the 2010sthat sometimes identified new molecules, but more often, validated alternatives already under consideration. A recurrent theme is that there is little that is truly new. Most of the "new" refrigerants, from R-12 in the 1930s to R-1234yf in the early 2000s, were reported in the chemical literature decades before they were considered as refrigerants. The search for new refrigerants continued through the 1990s even as the hydrofluorocarbons (HFCs) were becoming the dominant refrigerants in commercial use. This included a return to several long-known natural refrigerants. Finally, we review the evolution of the NIST REFPROP database for the calculation of refrigerant properties.

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“…Although the thermal bromination and chlorination of 1,1,1-trifluoroethane have been reported (5)(6)(7), only the chlorination of 1,1-difluoroethane has been reported (7,3). It was found that if ethylidene fluoride was thermally chlorinated with an excess of chlorine, competing reactions took place.…”

mentioning

confidence: 99%