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Bromobenzene information


Bromobenzene
Structure of bromobenzene
Structure of bromobenzene
Space-filling model of bromobenzene
Space-filling model of bromobenzene
Names
Preferred IUPAC name
Bromobenzene[1]
Other names
Phenyl Bromide
Bromobenzol
Monobromobenzene
Identifiers
CAS Number
  • 108-86-1 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
1236661
ChEBI
  • CHEBI:3179 checkY
ChEMBL
  • ChEMBL16068 checkY
ChemSpider
  • 7673 checkY
ECHA InfoCard 100.003.295 Edit this at Wikidata
EC Number
  • 203-623-8
KEGG
  • C11036 checkY
PubChem CID
  • 7961
RTECS number
  • CY9000000
UNII
  • CO4D5J547L
UN number 2514
CompTox Dashboard (EPA)
  • DTXSID5024637 Edit this at Wikidata
InChI
  • InChI=1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H checkY
    Key: QARVLSVVCXYDNA-UHFFFAOYSA-N checkY
  • InChI=1/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H
    Key: QARVLSVVCXYDNA-UHFFFAOYAB
SMILES
  • c1ccc(cc1)Br
Properties
Chemical formula
C6H5Br
Molar mass 157.010 g·mol−1
Appearance Colourless liquid
Odor Pleasant aromatic odor
Density 1.495 g cm−3, liquid
Melting point −30.8 °C (−23.4 °F; 242.3 K)
Boiling point 156 °C (313 °F; 429 K)
Solubility in water
0.041 g/100 mL
Solubility soluble in diethyl ether, alcohol, CCl4
miscible in chloroform, benzene, petroleum ether
Vapor pressure 4.18 mm Hg
Magnetic susceptibility (χ)
-78.92·10−6 cm3/mol
Refractive index (nD)
1.5602
Viscosity
  • 1.080 mPa·s at 25 °C[2]
  • 1.124 mPa·s at 20 °C
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS07: Exclamation markGHS09: Environmental hazard
Signal word
Warning
Hazard statements
H226, H315, H411
Precautionary statements
P210, P233, P240, P241, P242, P243, P264, P273, P280, P302+P352, P303+P361+P353, P321, P332+P313, P362, P370+P378, P391, P403+P235, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 51 °C (124 °F; 324 K)
Autoignition
temperature
565 °C (1,049 °F; 838 K)
Related compounds
Related halobenzenes
Fluorobenzene
Chlorobenzene
Iodobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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 C6H5Br. It is a colourless liquid although older samples can appear yellow. It is a reagent in organic synthesis.

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 10, 31. doi:10.1039/9781849733069-00001. ISBN 978-0-85404-182-4.
  2. ^ Nayak, Jyoti N.; Aralaguppi, Mrityunjaya I.; Aminabhavi, Tejraj M. (2003). "Density, Viscosity, Refractive Index, and Speed of Sound in the Binary Mixtures of Ethyl Chloroacetate + Cyclohexanone, + Chlorobenzene, + Bromobenzene, or + Benzyl Alcohol at (298.15, 303.15, and 308.15) K". Journal of Chemical & Engineering Data. 48 (3): 628–631. doi:10.1021/je0201828. ISSN 0021-9568.

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Bromobenzene

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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...

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Bromobenzenes

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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...

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Ether

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sulfonates. This method usually does not work well for aryl halides (e.g. bromobenzene, see Ullmann condensation below). Likewise, this method only gives the...

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Halobenzene

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Chlorobenzenes Bromobenzenes Iodobenzenes Halobenzene may also refer to any of the monosubstituted halobenzenes: Fluorobenzene Chlorobenzene Bromobenzene Iodobenzene...

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Phenylmagnesium bromide

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solutions of diethyl ether or THF. Laboratory preparation involves treating bromobenzene with magnesium metal, usually in the form of turnings. A small amount...

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Aryl halide

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The Gatterman reaction can also be used to convert diazonium salts to bromobenzenes using using copper-based reagents. Owing to high cost of diazonium salts...

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Benzonitrile

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Rosenmund–von Braun reaction using cuprous cyanide or NaCN/DMSO and bromobenzene. Benzonitrile is a useful solvent and a versatile precursor to many derivatives...

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Iodobenzene

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bond is weaker than C–Br or C–Cl, iodobenzene is more reactive than bromobenzene or chlorobenzene. Iodobenzene reacts readily with magnesium to form the...

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Electrophilic aromatic directing groups

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intermediate, hence chlorobenzene is less reactive than fluorobenzene. However, bromobenzene and iodobenzene are about the same or a little more reactive than chlorobenzene...

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Phenol ether

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An Ullmann condensation between p-methylphenolate and bromobenzene in the presence of a copper catalyst to form 4-methyl-1-phenoxybenzene....

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Steam distillation

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the mixture may be lower than the boiling point of water. For example, bromobenzene boils at 156 °C (at normal atmospheric pressure), but a mixture with...

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Diazonium compound

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bromide respectively dissolved in HCl or HBr yield chlorobenzene or bromobenzene, respectively. [C6H5N2]+ + CuCl → C6H5Cl + N2 + Cu+ In the Gattermann...

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List of viscosities

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Mixtures of Ethyl Chloroacetate + Cyclohexanone, + Chlorobenzene, + Bromobenzene, or + Benzyl Alcohol at (298.15, 303.15, and 308.15) K". Journal of Chemical...

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Benzoic acid

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hydrolyzed to benzoic acid or its conjugate base in acid or basic conditions. Bromobenzene can be converted to benzoic acid by "carboxylation" of the intermediate...

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Ambroxol

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Bromotoluene

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Bromotoluenes are aryl bromides based on toluene in which at least one aromatic hydrogen atom is replaced with a bromine atom. They have the general formula...

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List of boiling and freezing information of solvents

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Acetone 0.78 56.2 1.67 –94.8 Kb Benzene 0.87 80.1 2.65 5.5 –5.12 Kb & Kf Bromobenzene 1.49 156.0 6.26 –30.6 Camphor 204.0 5.95 179 –40 Kf Carbon disulfide...

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Bromophenol

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bonded to a benzene ring. They may be viewed as hydroxyl derivatives of bromobenzene, or as brominated derivatives of phenol. There are five basic types of...

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Bromhexine

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Bromhexine is a mucolytic drug used in the treatment of respiratory disorders associated with viscid or excessive mucus. It was developed in the research...

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Glossary of chemical formulae

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orthobenzoquinone 583-63-1 parabenzoquinone quinone 106-51-4 C6H5Br bromobenzene 108-86-1 C6H5CHO benzaldehyde 100-52-7 C6H5CH2OH benzyl alcohol 100-51-6...

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Bromantane

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Bromantane, sold under the brand name Ladasten, is an atypical psychostimulant and anxiolytic drug of the adamantane family related to amantadine and memantine...

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NanoPutian

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produces 2,5-bis(4-tert-butyldimethylsiloxy-1′-butynyl)-1,4-di-bromobenzene. One of the bromine substituents is converted to an aldehyde through...

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Temperature dependence of viscosity

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269–302 Acetone C3H6O 0.0177 845.6 193–333 Bromoform CHBr3 0.0332 1195 278–363 Pentane C5H12 0.0191 722.2 143–313 Bromobenzene C6H5Br 0.02088 1170 273–423...

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Brodifacoum

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