ChemicalBook > CAS DataBase List > Bromobenzene


Bromobenzene Structure
  • CAS No.108-86-1
  • Chemical Name:Bromobenzene
  • CBNumber:CB6235569
  • Molecular Formula:C6H5Br
  • Formula Weight:157.01
  • MOL File:108-86-1.mol
Bromobenzene Property
  • Melting point: :-31 °C
  • Boiling point: :156 °C(lit.)
  • Density  :1.491 g/mL at 25 °C(lit.)
  • vapor density  :5.41 (vs air)
  • vapor pressure  :10 mm Hg ( 40 °C)
  • refractive index  :n20/D 1.559(lit.)
  • Flash point: :124 °F
  • storage temp.  :Store below +30°C.
  • solubility  :Miscible with diethyl ether, alcohol, carbon tetrachloride, chloroform and benzene.
  • form  :Liquid
  • color  :Clear colorless to faintly yellow
  • Odor :Pleasant.
  • explosive limit :0.5-2.5%(V)
  • Water Solubility  :insoluble. <0.1 g/100 mL at 20.5 ºC
  • Merck  :14,1406
  • BRN  :1236661
  • Henry's Law Constant :2.47 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997)
  • Stability: :Stable. Combustible. Incompatible with strong oxidizing agents.
  • CAS DataBase Reference :108-86-1(CAS DataBase Reference)
  • EWG's Food Scores :2
  • FDA UNII :CO4D5J547L
  • NIST Chemistry Reference :Benzene, bromo-(108-86-1)
  • EPA Substance Registry System :Bromobenzene (108-86-1)
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H319-H373-H303-H226-H315-H411-H301-H311-H331-H370
  • Precautionary statements P210-P233-P240-P241+P242+P243-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P314-P391-P403+P235-P501-P273-P260-P280-P301+P310-P311-P241-P280a-P303+P361+P353-P501a
Bromobenzene Price More Price(21)
  • Brand: Sigma-Aldrich
  • Product number: 8.01786
  • Product name : Bromobenzene
  • Purity: for synthesis
  • Packaging: 5 mL
  • Price: $22.29
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 16350
  • Product name : Bromobenzene
  • Purity: ≥99.5% (GC)
  • Packaging: 100ml
  • Price: $32.4
  • Updated: 2020/08/18
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.01786
  • Product name : Bromobenzene
  • Purity: for synthesis
  • Packaging: 250 mL
  • Price: $26.82
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.01786
  • Product name : Bromobenzene
  • Purity: for synthesis
  • Packaging: 1 L
  • Price: $93.42
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 16350
  • Product name : Bromobenzene
  • Purity: ≥99.5% (GC)
  • Packaging: 1l
  • Price: $154
  • Updated: 2020/08/18
  • Buy: Buy

Bromobenzene Chemical Properties,Usage,Production

  • Chemical Properties colourless liquid
  • Physical properties Mobile, clear, colorless to pale yellow liquid with an aromatic odor. The reported odor threshold is 4.6 ppm (Mateson, 1955).
  • Uses The compound is employed as a starting material in organic syntheses in which a Grignard intermediate (phenyl magnesium bromide) is used. The material is a chemical precursor for certain agricultural products and has been used as an additive to motor oils. Bromobenzene has also been used as a high-density solvent for chemical recrystallization processes.
  • Uses In organic synthesis, especially to make phenyl magnesium bromide; as solvent, especially for crystallizations on a large scale and where a heavy liquid is desirable; as additive to motor oils.
  • Uses Bromobenzene is a colorless, flammable liquid with a density greater than water and with an aromatic odor. It is synthesized by the reaction of bromide with benzene in the presence of iron powder. It is used for organic synthesis, particularly in the production of the intermediate phenylmagnesium bromide. Bromobenzene is an additive to motor oils and used as a crystallizing solvent. Bromobenzene is used as an ingredient in the manufacture of phencyclidine, a recreational drug.
  • Synthesis Reference(s) The Journal of Organic Chemistry, 30, p. 304, 1965 DOI: 10.1021/jo01012a512
    Tetrahedron Letters, 26, p. 1935, 1985 DOI: 10.1016/S0040-4039(00)98345-X
  • General Description Mobile clear colorless liquid with a pungent odor. Flash point 124°F. Denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. A skin irritant.
  • Air & Water Reactions Flammable. Insoluble in water.
  • Reactivity Profile Bromobenzene may be sensitive to light. May react with oxidizing agents .
  • Hazard Skin irritant. Moderate fire risk.
  • Health Hazard Contact with liquid causes irritation of eyes and mild irritation of skin. Ingestion causes mild irritation of mouth and stomach.
  • Health Hazard The acute toxicity of bromobenzene is lowin test animals. The toxic symptoms includesomnolence, respiratory stimulation, and muscle contraction. The oral LD50 value in rats is2700 mg/kg.
  • Fire Hazard Special Hazards of Combustion Products: Irritating hydrogen bromide and other gases may be produced in fire.
  • Chemical Reactivity Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
  • Safety Profile Moderately toxic by ingestion, subcutaneous, and intraperitoneal routes. LWdly toxic by inhalation. An eye and mucous membrane irritant. Mutation data reported. Flammable liquid when exposed to heat, sparks, or flame. Can react with oxidtzing materials. To fight fire, use water to blanket fire, foam, CO2, water spray or mist, dry chemical. Violent reaction with bromobutane + sodium when heated above 30℃. When heated to decomposition it emits toxic fumes of Br-. See also BROMIDES.
  • Source No MCLs, MCLGs, or DWELs have been proposed (U.S. EPA, 2000).
    Storm water runoff, waste motor oils, improper disposal of laboratory solvent containing bromobenzene (quoted, Verschueren, 1983)
  • Environmental Fate Biological. In activated sludge, 34.8% of the applied bromobenzene mineralized to carbon dioxide after 5 d (Freitag et al., 1985).
    Photolytic. A carbon dioxide yield of 19.7% was achieved when bromobenzene adsorbed on silica gel was irradiated with light (λ >290 nm) for 17 h (Freitag et al., 1985). Irradiation of bromobenzene in air containing nitrogen oxides gave phenol, 4-nitrophenol, 2,4-dinitrophenol, 4- bromophenol, 3-bromonitrobenzene, 3-bromo-2-nitrophenol, 3-bromo-4-nitrophenol, 3-bromo-6-nitrophenol, 2-bromo-4-nitrophenol, and 2,6-dibromo-4-nitrophenol (Nojima et al., 1980).
    Chemical/Physical. Bromobenzene will not hydrolyze to any reasonable extent. In the laboratory, no change in concentration was observed after 29 d at 85 °C in 0.1M NaOH and 0.1M HCl (Kollig, 1995).
    Augusti et al. (1998) conducted kinetic studies for the reaction of bromobenzene (0.2 mM) and other monocyclic aromatics with Fenton’s reagent (8 mM hydrogen peroxide; [Fe+2] = 0.1 mM) at 25 °C. They reported a reaction rate constant of 0.0740/min.
  • Metabolic pathway Bromobenzene and chlorobenzene are metabolized by human and mouse hepatic microsomes to two different epoxide intermediates, which rearrange to form either o- or p-bromo- and o- or p-chlorophenols, respectively. Humans preferentially metabolize halobenzenes through the hepatotoxic 3,4-epoxide pathway, suggesting that humans may be more susceptible than mice to halobenzene-induced hepatotoxicity.
  • Purification Methods Wash bromobenzene vigorously with conc H2SO4, then 10% NaOH or NaHCO3 solutions, and H2O. Dry it with CaCl2 or Na2SO4, or pass it through activated alumina, before refluxing with, and distilling from, CaH2, using a glass helix-packed column. [Beilstein 5 IV 670.]
  • Toxicity evaluation Bromobenzene will volatilize from dry surfaces, due to its vapor pressure of 4.18mmHg at 25°C, and therefore will exist as a vapor in the environment. Bromobenzene will undergo little hydrolysis in water and little biodegradation by aquatic microorganisms. Bromobenzene is not expected to adsorb to sediment from water due to its soil sorption constant (Koc) of 150 and water solubility of 446 mg l-1. It is also expected to have a high mobility in soil and volatilize easily from moist surfaces due to its Henry’s law constant of 2.47×10-3 atmm3 mol-1 at 25°C. Bioconcentration factors range from low values of 8.8 in carp to moderately high values of 190 in algae.
Bromobenzene Preparation Products And Raw materials
Raw materials
Preparation Products
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