Bromobenzene 1427882 206595026 2008-04-18T23:46:19Z ClueBot 4928500 Reverting possible vandalism by [[Special:Contributions/71.244.72.237|71.244.72.237]] to version by Benjah-bmm27. False positive? [[User:ClueBot/FalsePositives|Report it]]. Thanks, [[User:ClueBot]]. (328417) (Bot) {{Chembox new | Name = Bromobenzene | ImageFileL1 = Bromobenzene.png | ImageSizeL1 = 100px | ImageNameL1 = Structure of bromobenzene | ImageFileR1 = Bromobenzene-3D-vdW.png | ImageSizeR1 = 120px | ImageNameR1 = Space-filling model of bromobenzene | IUPACName = 1-Bromobenzene | OtherNames = Bromobenzene; Phenyl Bromide;<br />Bromobenzol; Monobromobenzene | Section1 = {{Chembox Identifiers | CASNo = 108-86-1 | RTECS = CY9000000 }} | Section2 = {{Chembox Properties | Formula = C<sub>6</sub>H<sub>5</sub>Br | MolarMass = 157.016 g/mol | Appearance = Clear to slightly yellow liquid<br />Pleasant aromatic odor | Density = 1.495 g/cm³, liquid | Solubility = Insoluble (< 0.1 g/100ml at 25 C) | MeltingPt = -30.8 °C (242.35 K) | BoilingPt = 156 °C (429.15 K) | Viscosity = 1.124 c[[Poise|P]] at 20 °C }} | Section7 = {{Chembox Hazards | ExternalMSDS = | EUClass = Irritant ('''Xi'''), Environment ('''N''') | NFPA-H = 2 | NFPA-R = 0 | NFPA-F = 2 | RPhrases = {{R10}}, {{R38}}, {{R51/53}} | SPhrases = {{S2}}, {{S61}} | FlashPt = 51 °C }} | Section8 = {{Chembox Related | Function = [[Halogenobenzene]]s | OtherFunctn = [[Chlorobenzene]]<br>[[Iodobenzene]] }} }} '''Bromobenzenes''' are a group of [[halocarbons|halobenzenes]] formed in a [[substitution reaction]] between [[bromine]] and [[benzene]] with a [[hydrogen bromide]] [[biproduct]]. The name strictly refers to monobromobenzene, a benzene with a single bromine; however it can be used to refer to a benzene containing any number of bromine molecules. Bromobenzene is a clear pale yellow liquid. ==Uses== Bromobenzene can be used to prepare the corresponding [[Grignard reaction|Grignard reagent]], [[phenylmagnesium bromide]]. This can be used in a number of fashions, e.g. the reaction with carbon dioxide to prepare benzoic acid. Bromobenzene is used in the production of drugs. ==Pharmacology== It is a toxic substance and can cause liver and nervous system damage if inhaled, ingested or absorbed through the skin. ==References== {{Unreferenced|date =September 2007}} <references/> == See also == See [[Chlorobenzene]] for extra detail as to the mechanism of the formation. Mechanism is by electrophillic substitution. [[Category:Aromatic compounds]] [[Category:Organobromides]] {{organohalide-stub}} [[de:Brombenzol]] [[es:Bromobenceno]] [[fr:Bromobenzène]] [[ja:ブロモベンゼン]]