- THE THERMAL DEAZETATION OF 6,6,7,7-TETRAFLUORO-2,3-DIAZABICYCLOHEPT-2-ENE
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The mechanisms of formation of five products from the deazetation of the title compound and a remarkable thermodynamic methyl substituent effect are presented and discussed.
- Dolbier, William R.,Al-Fekri, Dheya M.
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- Study on the pyrolysis characteristics of a series of fluorinated cyclopentenes and implication of their environmental influence
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3,3,4,4,5,5-hexafluorocyclopentene (6FE), 1,3,3,4,4,5,5-heptafluorocyclopentene (7FE) and octafluorocyclopentene (8FE) are considered as new generation of potential chlorofluorocarbons substitutes. To investigate the thermostabilities, tubular furnace experiments were designed over temperature range of 500-850℃. The results show that 6FE, 7FE and 8FE are all stable below 650 ℃, thus have good stabilities in common storage and practical use condition. Furthermore, considering the short atmospheric lifetimes (several months), low global warming potentials (GWPs, less than 119) and zero ozone depletion potentials (ODPs), the compounds seem no big influences on the climate change.
- Bi, Fang,Gao, Rui,Ji, Yuanyuan,Li, Hong,Li, Ling,Liu, Chenfei,Wang, Xuezhong,Wu, Zhenhai,Yanqin, Ren,Zhang, Hao,Zhang, Xin
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- METHOD OF PRODUCING COMPOUND HAVING BUTADIENE SKELETON CONTAINING HYDROGEN AND FLUORINE AND/OR CHLORINE
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An object of the present invention is to provide a simple, low-cost, and industrial method of producing a compound having a polyene skeleton containing hydrogen and fluorine and/or chlorine. A method of producing a halogenated diene represented by formula (1): A1A2C═CA3-CA4═CA5A6[A1, A2, A5, and A6 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A3 and A4 are each independently hydrogen, fluorine, or chlorine; at least one of A1 to A6 is hydrogen; at least one of A1 to A6 is fluorine or chlorine] comprises a step of subjecting the same or different halogenated olefin(s) represented by formula (2): A7A8C═CA9X[A7 and A8 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A9 is each independently hydrogen, fluorine, or chlorine; X is bromine or iodine] to a coupling reaction in the presence of a zero-valent metal and a metal salt.
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Paragraph 0043
(2021/03/05)
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- METHOD OF PRODUCING COMPOUND HAVING BUTADIENE SKELETON CONTAINING HYDROGEN AND FLUORINE AND/OR CHLORINE
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An object of the present invention is to provide a simple, low-cost, and industrial method of producing a compound having a polyene skeleton containing hydrogen and fluorine and/or chlorine. A method of producing a. halogenated diene represented by formula (1): A1A2C=CA3-CA4=CA5A6 [A1, A2, A5, and A6 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A3 and A4 are each independently hydrogen, fluorine, or chlorine; at least one of A1 to A6 is hydrogen; at least one of A1 to A6 is fluorine or chlorine] comprises a step of subjecting the same or different halogenated olefin(s) represented by for (2): A7A8C=CA9X [A7 and A8 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A9 is each independently hydrogen, fluorine, or chlorine; X is bromine or iodine] to a coupling reaction in the presence of a zero-valent metal.
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Paragraph 0040-0041
(2020/12/13)
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- Reactions of Fluoroalkenes with an Aluminium(I) Complex
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A series of industrially relevant fluoroalkenes react with a monomeric AlI complex. These reactions break strong sp2 and sp3 C?F bonds, and result in the formation of a diverse array of organoaluminium compounds. Mechanistic studies show that two mechanisms are likely in operation: 1) direct oxidative addition of the C?F bond to AlI occurs with retention of alkene stereochemistry, and 2) stepwise formation and decomposition of a metallocyclopropane intermediate occurs with inversion of alkene stereochemistry. As part of this mechanistic analysis, we have isolated the first aluminium metallocyclopropane complex from oxidative addition of an alkene to AlI. Remarkably this reaction is reversible and reductive elimination of the alkene occurs at higher temperature reforming AlI. Furthermore, in selected cases the organoaluminium products are susceptible toward β-fluoride elimination to yield a double C?F activation pathway.
- Bakewell, Clare,White, Andrew J. P.,Crimmin, Mark R.
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supporting information
p. 6638 - 6642
(2018/05/05)
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- Fluorinated butatrienes
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Major improvements in the synthesis of 1,1,4,4-tetrafluorobutatriene (1) are presented. Despite many attempts to isolate new metal complexes of 1 only an iron complex containing a ligand which is composed of a partially hydrolyzed tetrafluorobutatriene-dimer and carbon monoxide could be isolated and characterized by X-ray crystallography. Certain metal centers and solvents accelerate the decomposition of 1. First attempts to synthesize 1,1-difluorobutatriene (2) are presented which underline the major challenges of a successful synthesis of 2.
- Ehm, Christian,Akkerman, Floris A.,Lentz, Dieter
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experimental part
p. 1173 - 1181
(2011/02/16)
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- Crystal structure analysis of 1,1,4,4-tetrafluorobutadiene and experimental determination of the charge density of 1,1,4,4-tetrafluorobutatriene
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Despite its high instability, the cumulene 1,1,4,4-tetrafluorobutatriene was obtained in a crystalline form. Its X-ray structure characterization revealed the presence of a herringbone motif in the solid state (see picture). Experimental and calculated charge desity distributions show, as expected, that the central double bond is shorter and displays a higher charge density than the two outer double bonds.
- Bach, Ansgar,Lentz, Dieter,Luger, Peter,Messerschmidt, Marc,Olesch, Christian,Patzschke, Mona
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p. 296 - 299
(2007/10/03)
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