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.
Referencesedit
^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–96, 4–50, 5–26, ISBN0-8493-0594-2
^US Occupational Safety and Health Administration (May 1996). . 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. ISBN9780080538808. 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, ISBN978-0-08-042704-1, retrieved 2009-11-23
April 12, 2024
carbonyl, bromide, also, known, bromophosgene, organic, chemical, compound, with, chemical, formula, cobr2, colorless, liquid, bromine, analogue, phosgene, carbon, oxohalide, decomposition, product, halon, compounds, used, fire, extinguishers, structural, form. Carbonyl bromide also known as bromophosgene is an organic chemical compound with the chemical formula COBr2 It is a colorless liquid It is a bromine analogue of phosgene It is a carbon oxohalide Carbonyl bromide is a decomposition product of halon compounds used in fire extinguishers 2 Carbonyl bromide 1 Structural formula of carbonyl bromide Ball and stick model of carbonyl bromideNamesPreferred IUPAC name Carbonyl dibromideOther names Bromophosgene carbonic dibromideIdentifiersCAS Number 593 95 3 Y3D model JSmol Interactive imageChemSpider 71389 YPubChem CID 79057UNII MNU12QTS1I YCompTox Dashboard EPA DTXSID20208041InChI InChI 1S CBr2O c2 1 3 4 YKey MOIPGXQKZSZOQX UHFFFAOYSA N YInChI 1 CBr2O c2 1 3 4Key MOIPGXQKZSZOQX UHFFFAOYAMSMILES BrC Br OPropertiesChemical formula COBr2Molar mass 187 818 g mol 1Appearance colorless liquidDensity 2 52 g mL at 15 CBoiling point 64 5 C 148 1 F 337 6 K decomposesSolubility in water reactsThermochemistryHeat capacity C 61 8 J mol K gas Std molarentropy S 298 309 1 J mol K gas Std enthalpy offormation DfH 298 127 2 or 145 2 kJ mol liquid 96 2 or 114 kJ mol gas HazardsNFPA 704 fire diamond 401Related compoundsRelated compounds Carbonyl fluoride PhosgeneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesSynthesis and reactions editCarbonyl bromide is formed by the oxidation carbon tetrabromide with sulfuric acid CBr4 H2SO4 COBr2 SO2 Br2 H2OIn contrast to phosgene carbonyl bromide cannot be produced efficiently by halogenation of carbon monoxide The bromination of carbon monoxide follows this equation CO Br2 COBr2But 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 DRH lt 0 and DRS lt 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 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 amp oldid 1168113434, wikipedia, wiki, book, books, library,
