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1 Synthesis and reactions  





2 References  














Carbonyl bromide






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From Wikipedia, the free encyclopedia
 


Carbonyl bromide[1]
Structural formula of carbonyl bromide
Structural formula of carbonyl bromide
Ball-and-stick model of carbonyl bromide
Ball-and-stick model of carbonyl bromide
Names
Preferred IUPAC name

Carbonyl dibromide

Other names

Bromophosgene, carbonic dibromide

Identifiers

CAS Number

3D model (JSmol)

ChemSpider

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/CBr2O/c2-1(3)4 checkY

    Key: MOIPGXQKZSZOQX-UHFFFAOYSA-N checkY

  • InChI=1/CBr2O/c2-1(3)4

    Key: MOIPGXQKZSZOQX-UHFFFAOYAM

  • BrC(Br)=O

Properties

Chemical formula

COBr2
Molar mass 187.818 g·mol−1
Appearance colorless liquid
Density 2.52 g/mL at 15 °C
Boiling point 64.5 °C (148.1 °F; 337.6 K) decomposes

Solubility in water

reacts
Thermochemistry

Heat capacity (C)

61.8 J/(mol·K) (gas)

Std molar
entropy
(S298)

309.1 J/(mol·K) (gas)

Std enthalpy of
formation
fH298)

−127.2 or −145.2 kJ/mol (liquid)
−96.2 or −114 kJ/mol (gas)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 0: Will not burn. E.g. waterInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
4
0
1
Related compounds

Related compounds

Carbonyl fluoride
Phosgene

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

checkY verify (what is checkY☒N ?)

Infobox references

Carbonyl bromide, also known as bromophosgene, is a carbon oxohalide and a bromine analogue of phosgene, with the chemical formula COBr2. It is a colorless liquid. Carbonyl bromide is a decomposition product of halon compounds used in fire extinguishers.[2]

Synthesis and reactions[edit]

Carbonyl bromide is formed by the oxidation carbon tetrabromide with sulfuric acid:

CBr4 + H2SO4 → COBr2 + SO2 + Br2 + H2O

In contrast to phosgene, carbonyl bromide cannot be produced efficiently by halogenation of carbon monoxide. The bromination of carbon monoxide follows this equation:

CO + Br2 ⇌ COBr2

But the process is slow at room temperature. Increasing temperature, in order to increase the reaction rate, results in a further shift of the chemical equilibrium towards the educts (since ΔRH < 0 and ΔRS < 0).[3][4][clarification needed]

Carbonyl bromide slowly decomposes to carbon monoxide and elemental bromine even at low temperatures.[5] It is also sensitive to hydrolysis, breaking down into hydrogen bromide, water and carbon dioxide.

References[edit]

  1. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–96, 4–50, 5–26, ISBN 0-8493-0594-2
  • ^ US Occupational Safety and Health Administration (May 1996). "Common Fire Extinguishing Agents". Archived from the original on 2009-09-12. Retrieved 2009-11-21.
  • ^ T.A. Ryan; E.A. Seddon; K.R. Seddon; C. Ryan (24 May 1996). Phosgene: And Related Carbonyl Halides. pp. 669–671. ISBN 9780080538808. Retrieved April 11, 2015.
  • ^ Parkington, Michael J.; Ryan, T. Anthony; Seddon, Kenneth R. (1997). "Carbonyl dibromide: A novel reagent for the synthesis of metal bromides and bromide oxides". Journal of the Chemical Society, Dalton Transactions (2): 257–262. doi:10.1039/A603977D.
  • ^ Katrizsky, Alan R.; Meth-Cohn, Otto; Wees, Charles W. (1995), Organic Functional Group Transformations, vol. 6, Elsevier, pp. 417–8, ISBN 978-0-08-042704-1, retrieved 2009-11-23

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Carbonyl_bromide&oldid=1233724086"

    Categories: 
    Carbonyl compounds
    Oxobromides
    Carbon oxohalides
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    This page was last edited on 10 July 2024, at 15:27 (UTC).

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