Samarium(II) bromide

Samarium(II) bromide is a crystalline compound with the chemical formula SmBr
2.[5] Samarium(II) bromide is a brown crystal at room temperature.[2]

Samarium(II) bromide
Names
IUPAC name
samarium(II) bromide
Other names
samarium dibromide
dibromosamarium
Identifiers
3D model (JSmol)
ChemSpider
Properties
SmBr2
Molar mass 310.17 g/mol[1]
Appearance Brown crystals
Melting point 669 °C (1,236 °F; 942 K)[2]
Boiling point 1,880 °C (3,420 °F; 2,150 K)
+5337.0·10−6 cm3/mol [3][4]
Hazards
GHS pictograms
GHS Signal word Warning[1]
GHS hazard statements
 H315, H319, H335[1]
P261, P305+351+338[1]
Related compounds
Other anions
 Samarium(II) chloride
Samarium(II) iodide
Other cations
 Samarium(III) bromide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

History

Samarium(II) bromide was first synthesized in 1934 by P. W. Selwood, when he reduced samarium tribromide (SmBr3) with hydrogen (H2). Kagan also synthesized it by converting samarium(III) oxide (Sm2O3) to SmBr3 and then reducing with a lithium dispersion in THF. Robert A. Flowers synthesized it by adding two equivalent of lithium bromide (LiBr) to samarium diiodide (SmI2) in tetrahydrofuran. Namy managed to synthesize it by mixing tetrabromoethane (C2H2Br4) with samarium metal, and Hilmerson found that heating the tetrabromoethane or samarium greatly improved the production of samarium(II) bromide.[6]

Usage

Samarium(II) bromide is used as a reductant, although it is not used as commonly as samarium diiodide.[7] This is likely due to it being soluble in fewer organic liquids, however, it is an effective reagent for pinacol homocouplings of aldehydes, ketones, and cross-coupling carbonyl compounds. Reports have shown that samarium(II) bromide is capable of selectively reducing ketones if it is in the presence of an alkyl halide.[6]

If hexamethylphosphoramide is added to samarium(II) bromide, it will strengthen it enough that it can reduce imines to amines and alkyl chlorides to hydrocarbons.[8] However, the addition of hexamethylphosphoramide to samarium(II) bromide that is in tetrahydrofuran will strengthen it enough that it can reduce cyclohexyl chloride to cyclohexane, at room temperature, within two hours.[9]

Samarium(II) bromide will reduce ketones in tetrahydrofuran if an activator is absent.[10]

gollark: Lua can also do that.
gollark: I STILL haven't found a language I actually LIKE USING for LARGE THINGS.
gollark: Rust does, unfortunately, also do it, if slightly less so since you can run an async task synchronously.
gollark: Do you not know how bees work? Anyway, the Python/JSish way async is done is just awfully bad.
gollark: How DARE you compliment asyncio.

References
  1. "Samarium(II) bromide 99.95% | Sigma-Aldrich". www.sigmaaldrich.com. Retrieved 20 December 2016.
  2. Haynes, William M. (2013). CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data (94th ed.). CRC Press. p. 86. ISBN 9781466571150.
  3. Haynes, William M. (2013). CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data (94th ed.). CRC Press. p. 135. ISBN 9781466571150.
  4. Lide, David R. (2004). CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data (85th ed.). Boca Raton [u.a.]: CRC Press. p. 147. ISBN 9780849304859.
  5. Elements, American. "Samarium Bromide SmBr2". American Elements. Retrieved 20 December 2016.
  6. Skrydstrup, David J. Procter, Robert A. Flowers, Troels (2009). Organic synthesis using samarium diiodide a practical guide. Cambridge: Royal Society of Chemistry. p. 157. ISBN 9781847551108.
  7. Ho, Tse-Lok (2016). Fiesers' Reagents for Organic Synthesis Volume 28. John Wiley & Sons. p. 486. ISBN 9781118942819.
  8. Pecharsky, Vitalij K.; Bünzli, Jean-Claude G.; Gschneidner, Karl A. (2006). Handbook on the physics and chemistry of rare earths. Amsterdam: North Holland Pub. Co. p. 431. ISBN 9780080466729.
  9. Couty, Sylvain; Baird, Mark S.; Meijere, Armin de; Chessum, Nicola; Dzielendziak, Adam (2014). Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 48: Alkanes. Georg Thieme Verlag. p. 153. ISBN 9783131722911.
  10. Brown, Richard; Cox, Liam; Eames, Jason; Fader, Lee (2014). Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 36: Alcohols. Georg Thieme Verlag. p. 129. ISBN 9783131721310.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.