Samarium(II) bromide is an

inorganic compound An inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds⁠that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as ''inorganic chemistry''. Inorgan ...

with the chemical formula . It is a brown solid that is insoluble in most solvents but degrades readily in air.

Structure

In the gas phase, is a bent molecule with Sm–Br distance 274.5 pm and bond angle 131±6°.

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 Lithium (from , , ) is a chemical element; it has chemical symbol, symbol Li and atomic number 3. It is a soft, silvery-white alkali metal. Under standard temperature and pressure, standard conditions, it is the least dense metal and the ...

dispersion in

THF Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity. It is ma ...

. Robert A. Flowers synthesized it by adding two

equivalent Equivalence or Equivalent may refer to: Arts and entertainment *Album-equivalent unit, a measurement unit in the music industry *Equivalence class (music) *'' Equivalent VIII'', or ''The Bricks'', a minimalist sculpture by Carl Andre *'' Equiva ...

lithium bromide Lithium bromide (LiBr) is a chemical compound of lithium and bromine. Its extreme hygroscopic character makes LiBr useful as a desiccant in certain air conditioning systems.Wietelmann, Ulrich and Bauer, Richard J. (2005) "Lithium and Lithium Compo ...

(LiBr) to samarium diiodide (SmI₂) in

tetrahydrofuran Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is ...

. Namy managed to synthesize it by mixing

tetrabromoethane 1,1,2,2-Tetrabromoethane, or simply tetrabromoethane (TBE), is a halogenated hydrocarbon, chemical formula C2H2Br4. Although three bromine atoms may bind to one of the carbon atoms creating 1,1,1,2-tetrabromoethane this is not thermodynamically fav ...

(C₂H₂Br₄) with samarium metal, and Hilmerson found that heating the tetrabromoethane or samarium greatly improved the production of samarium(II) bromide.

Reactions

Samarium(II) bromide has reducing properties reminiscent of the more commonly used samarium diiodide. It is an effective for pinacol homocouplings of

aldehyde In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred ...

ketone In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone ( ...

s, and cross-coupling

carbonyl In organic chemistry, a carbonyl group is a functional group with the formula , composed of a carbon atom double bond, double-bonded to an oxygen atom, and it is divalent at the C atom. It is common to several classes of organic compounds (such a ...

compounds. Reports have shown that samarium(II) bromide is capable of selectively reducing ketones if it is in the presence of an

alkyl halide The haloalkanes (also known as halogenoalkanes or alkyl halides) are alkanes containing one or more halogen substituents of hydrogen atom. They are a subset of the general class of halocarbons, although the distinction is not often made. Haloalka ...

. Samarium(II) bromide forms soluble adducts with

hexamethylphosphoramide Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula This colorless liquid is used as a solvent in organic synthesis. Structure and reactivity HMPA is the oxide of tris(dimethyla ...

. This species reduces

imine In organic chemistry, an imine ( or ) is a functional group or organic compound containing a carbon–nitrogen double bond (). The nitrogen atom can be attached to a hydrogen or an organic group (R). The carbon atom has two additional single bon ...

s to

amine In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...

s and alkyl chlorides to

hydrocarbons In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic; their odor is usually faint, and may b ...

. For example, SmBr₂(hmpa)_x converts cyclohexyl chloride to

cyclohexane Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...

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

References

{{Lanthanide halides Bromides Samarium(II) compounds Reducing agents Lanthanide halides