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| Names | |||
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| IUPAC name
Thionyl bromide
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| Other names
Sulfur oxy dibromide
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| Identifiers | |||
3D model (JSmol)
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| ChemSpider | |||
| ECHA InfoCard | 100.007.332 | ||
| EC Number |
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PubChem CID
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| UNII | |||
CompTox Dashboard (EPA)
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| Properties | |||
| SOBr2 | |||
| Molar mass | 207.87 g/mol | ||
| Appearance | colorless liquid | ||
| Density | 2.688 g/mL, liquid | ||
| Melting point | −52 °C (−62 °F; 221 K) | ||
| Boiling point | 68 °C (154 °F; 341 K) at 40 mmHg | ||
| decomposes | |||
| Solubility | reacts in HBr, acetone, and alcohol soluble in benzene, toluene, ether | ||
| Structure | |||
| trigonal pyramidal | |||
| Hazards[1] | |||
| Occupational safety and health (OHS/OSH): | |||
Main hazards
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Readily decomposes in air to toxic gases | ||
| GHS labelling: | |||
 
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| Danger | |||
| H312, H314, H332 | |||
| P280, P305+P351+P338, P310 | |||
| Flash point | Non-flammable | ||
| Safety data sheet (SDS) | "External MSDS" | ||
| Related compounds | |||
Related compounds
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SOCl2, SeOCl2; | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thionyl bromide is the chemical compound SOBr2. It is less stable and less widely used than its chloride analogue, thionyl chloride. It is prepared by the action of hydrogen bromide on thionyl chloride,[2] a characteristic reaction where a stronger acid is converted to a weaker acid:[citation needed]
- SOCl2 + 2 HBr → SOBr2 + 2 HCl
Thionyl bromide will convert alcohols to alkyl bromides and can be used for brominations of certain α,β-unsaturated carbonyl compounds.[3] It may occasionally be used as a solvent.[4][5]
Safety[edit]
SOBr2 hydrolyzes readily in air to release dangerous fumes of sulfur dioxide and hydrogen bromide.
- SOBr2 + H2O → SO2 + 2 HBr
References[edit]
- ^ "Thionyl bromide". Sigma Aldrich.
- ^ Booth, Harold Simmons (1939). Inorganic syntheses. Volume 1. New York. p. 113. ISBN 978-0-470-13264-7. OCLC 86223179.
{{cite book}}: CS1 maint: location missing publisher (link) - ^ Saraf, S. D. (1 August 1969). "Reaction of thionyl bromide with tropolone and phenol". Canadian Journal of Chemistry. 47 (15): 2803–2804. doi:10.1139/v69-465.
- ^ Furlani, C.; Zinato, E. (May 1967). "Hexahalogenoniobates(V), Oxopentahalogenoniobates(V) and their electronic spectra". Zeitschrift für anorganische und allgemeine Chemie. 351 (3–4): 210–218. doi:10.1002/zaac.19673510311.
- ^ The chemistry of the actinide and transactinide elements. Volumes 1-6 (4th ed.). Dordrecht: Springer. 2010. p. 526. ISBN 978-94-007-0211-0.
Mundy, B. P. (2004). "Thionyl Bromide". In Paquette, E. (ed.). Encyclopedia of Reagents for Organic Synthesis. New York: J. Wiley & Sons. doi:10.1002/047084289X.rt098. ISBN 0471936235.