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Aryl halide information


In organic chemistry, an aryl halide (also known as haloarene) is an aromatic compound in which one or more hydrogen atoms, directly bonded to an aromatic ring are replaced by a halide. The haloarene are different from haloalkanes because they exhibit many differences in methods of preparation and properties. The most important members are the aryl chlorides, but the class of compounds is so broad that there are many derivatives and applications.

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Aryl halide

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In organic chemistry, an aryl halide (also known as haloarene) is an aromatic compound in which one or more hydrogen atoms, directly bonded to an aromatic...

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Ether

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well for aryl halides (e.g. bromobenzene, see Ullmann condensation below). Likewise, this method only gives the best yields for primary halides. Secondary...

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Sonogashira coupling

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form a carbon–carbon bond between a terminal alkyne and an aryl or vinyl halide. R1: aryl or vinyl R2: arbitrary X: I, Br, Cl or OTf The Sonogashira cross-coupling...

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Amine

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phthalimide. Aryl halides are much less reactive toward amines and for that reason are more controllable. A popular way to prepare aryl amines is the...

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Grignard reagent

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reagent would attack the ester group over the aryl halide. For the coupling of aryl halides with aryl Grignard reagents, nickel chloride in tetrahydrofuran...

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Haloalkane

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a comparatively easy method to make aryl halides as the gaseous product can be separated easily from aryl halide. When an iodide is to be made, copper...

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Suzuki reaction

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reagents can be used for the Suzuki coupling, e.g., aryl or vinyl boronic acids and aryl or vinyl halides. Work has also extended the scope of the reaction...

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Sandmeyer reaction

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The Sandmeyer reaction is a chemical reaction used to synthesize aryl halides from aryl diazonium salts using copper salts as reagents or catalysts. It...

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Ullmann condensation

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reaction is the copper-promoted conversion of aryl halides to aryl ethers, aryl thioethers, aryl nitriles, and aryl amines. These reactions are examples of...

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Bouveault aldehyde synthesis

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reaction that replaces an alkyl or aryl halide with a formyl group using a N,N-disubstituted formamide. For primary alkyl halides this produces the homologous...

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Organocopper chemistry

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retention of subtrate’s configuration. Organocopper compounds couple with aryl halides (see Ullmann condensation and Ullmann reaction): ArX + ( Ar ′ ) 2 CuLi...

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Diazonium compound

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be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide. According to X-ray crystallography the C−N+≡N...

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XPhos

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involving aryl chlorides and aryl tosylates. Both palladium and copper complexes of the compound exhibit high activity for the coupling of aryl halides and...

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Ullmann reaction

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introduced. The classical Ullmann reaction is limited to electron deficient aryl halides (hence the example of 2-nitrophenyl chloride above) and requires harsh...

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Amine alkylation

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2-dichloroethane. Traditionally, aryl amination is difficult reaction which usually requires "activated" aryl halides, such as those with strong electron-withdrawing...

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Heck reaction

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carbonate, and sodium acetate. The aryl electrophile can be a halide (Br, Cl) or a triflate as well as benzyl or vinyl halides. The alkene must contain at least...

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Negishi coupling

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to slow reactions. The organic residue R = alkenyl, aryl, allyl, alkynyl or propargyl. The halide X' in the organozinc compound can be chloride, bromine...

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Finkelstein reaction

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neopentyl) halides, and exceptionally well for allyl, benzyl, and α-carbonyl halides. Secondary halides are far less reactive. Vinyl, aryl and tertiary...

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Tripotassium phosphate

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solvent. Aryl methane-sulfonates are deprotected and then followed by a nucleophilic aromatic substitution (SNAr) with activated aryl halides. As a base...

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Alkylation

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can displace halide substituents on a carbon atom through the SN2 mechanism. With a catalyst, they also alkylate alkyl and aryl halides, as exemplified...

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