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Bromobenzene is an aryl bromide and the simplest of the bromobenzenes, consisting of a benzene ring substituted with one bromine atom. Its chemical formula is C 6 H 5 Br. It is a colourless liquid although older samples can appear yellow. It is a reagent in organic synthesis.
The reaction mechanism for chlorination of benzene is the same as bromination of benzene. Iron(III) bromide and iron(III) chloride become inactivated if they react with water, including moisture in the air. Therefore, they are generated by adding iron filings to bromine or chlorine. Here is the mechanism of this reaction:
It can be prepared by the reaction of benzene with 6 equivalents of bromine (Br 2) in the presence of heat and UV light: [citation needed] C 6 H 6 + 6 Br 2 → C 6 Br 6 + 6 HBr. The reaction produces six equivalents of hydrogen bromide.
The nitration of benzene is achieved via the action of the nitronium ion as the electrophile. The sulfonation with fuming sulfuric acid gives benzenesulfonic acid. Aromatic halogenation with bromine, chlorine, or iodine gives the corresponding aryl halides. This reaction is typically catalyzed by the corresponding iron or aluminum trihalide.
Benzyl bromide is used in organic synthesis for the introduction of the benzyl groups when the less expensive benzyl chloride is insufficiently reactive. [6] [7] Benzylations are often achieved in the presence of catalytic amounts of sodium iodide, which generates the more reactive benzyl iodide in situ. [3]
Bromobenzenes are a group of aryl bromides/halobenzenes consisting of one or more bromine atoms as substituents on a benzene core. They have the formula C 6 H 6–n Br n, where n = 1–6 is the number of bromine atoms. Depending on the number of bromine substituents, there may be several constitutional isomers possible.
The decolouration of bromine water by electron-rich arenes is used in the bromine test. Reaction between benzene and halogen to form an halogenobenzene. The oxychlorination of benzene has been well investigated, motivated by the avoidance of HCl as a coproduct in the direct halogenation: [3] 4 C 6 H 6 + 4 HCl + O 2 → 4 C 6 H 5 Cl + H 2 O
The DETAL process involving dehydrogenation of n-paraffins to olefins, and subsequent reaction with benzene using a fixed bed catalyst. This is newer technology and has several of the stages depicted in the HF/n-paraffins process, but it is principally different in the benzene alkylation step, during which a solid-state catalyst is employed.