Bromopentafluorobenzene
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Bromopentafluorobenzene
Bromopentafluorobenzene is an organofluorine compound with the formula C6F5Br. It is a colorless liquid that is used to prepare pentafluophenyl compounds. These syntheses typically proceed via the intermediacy of C6F5Li or the Grignard reagent. Illustrative is preparation of tris(pentafluorophenyl)borane Tris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound . It is a white, volatile solid. The molecule consists of three pentafluorophenyl groups attached in a "paddle-wheel" manner to a central boron atom; the c ...: :3 C6F5MgBr + BCl3 → (C6F5)3B + 3 MgBrCl Other derivatives include LiB(C6F5)4, uC6F5sub>4, and Ni(C6F5)2(dioxane)2.{{cite journal, authors=Sanchez, G.; Momblona, F.; Sanchez, M.; Perez, J.; Lopez, G.; Casabo, J.; Molins, E.; Miravitlles, C., title=Synthesis of Homo- and Heterobimetallic Complexes Containing the Ni(C6F5)2 Moiety. Crystal Structure of C6F5)2Ni(μ-SPh)2Pd(dppe)journal=Eur. J. Inorg. Chem. , year=1998, vo ...
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Tris(pentafluorophenyl)borane
Tris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound . It is a white, volatile solid. The molecule consists of three pentafluorophenyl groups attached in a "paddle-wheel" manner to a central boron atom; the core is planar. It has been described as the “ideal Lewis acid” because of its high thermal stability and the relative inertness of the B-C bonds. Related fluoro-substituted boron compounds, such as those containing groups, decompose with formation of B-F bonds. Tris(pentafluorophenyl)borane is thermally stable at temperatures well over 200 °C, resistant to oxygen, and water-tolerant. Preparation Tris(pentafluorophenyl)borane is prepared using a Grignard reagent derived from bromopentafluorobenzene: : The synthesis originally employed , but this reagent can detonate with elimination of . Structure The structure of tris(pentafluorophenyl)borane (BCF) was determined by gas electron diffraction. It has a propeller-like arrangement o ...
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Organofluorine Compound
Organofluorine chemistry describes the chemistry of the organofluorines, organic compounds that contain the carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from oil and water repellents to pharmaceuticals, refrigerants, and reagents in catalysis. In addition to these applications, some organofluorine compounds are pollutants because of their contributions to ozone depletion, global warming, bioaccumulation, and toxicity. The area of organofluorine chemistry often requires special techniques associated with the handling of fluorinating agents. The carbon–fluorine bond Fluorine has several distinctive differences from all other substituents encountered in organic molecules. As a result, the physical and chemical properties of organofluorines can be distinctive in comparison to other organohalogens. # The carbon–fluorine bond is one of the strongest in organic chemistry (an average bond energy around 480 kJ/molKirsch, Peer ''Modern fluoroorga ...
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Grignard Reagent
A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide . They are a subclass of the organomagnesium compounds. Grignard compounds are popular reagents in organic synthesis for creating new carbon-carbon bonds. For example, when reacted with another halogenated compound in the presence of a suitable catalyst, they typically yield and the magnesium halide as a byproduct; and the latter is insoluble in the solvents normally used. In this aspect, they are similar to organolithium reagents. Pure Grignard reagents are extremely reactive solids. They are normally handled as solutions in solvents such as diethyl ether or tetrahydrofuran; which are relatively stable as long as water is excluded. In such a medium, a Grignard reagent is invariably present as a complex with the magnesium atom conn ...
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