Basic information Reaction Mechanism of SmI2-mediated Reactions Safety Supplier Related
ChemicalBook >  Product Catalog >  Inorganic chemistry >  Inorganic salts >  Metal halide and Halogen salt >  Metal iodide and salt >  SAMARIUM(II) IODIDE

SAMARIUM(II) IODIDE

Basic information Reaction Mechanism of SmI2-mediated Reactions Safety Supplier Related

SAMARIUM(II) IODIDE Basic information

Product Name:
SAMARIUM(II) IODIDE
Synonyms:
  • SaMariuM(II) iodide, 0.1M in THF, SMI2
  • (ca. 0.1Mol/L in Tetrahydrofuran)
  • SaMariuM(II) Iodide 
  • SaMariuM(II) iodide anhydrous, powder, >=99.9% trace Metals basis
  • SaMariuM(II) iodide solution 0.1 M in THF, contains saMariuM chips as stabilizer
  • Samarium(II) iodide, 0.1M solution in THF, 0.1M solution in THF, Stabilized with samarium powder
  • SaMariuM Iodide, Anhydrous, -20 Mesh
  • Samarium(II) iodide solution, 0.07-0.12M in THF, stabilized
CAS:
32248-43-4
MF:
I2Sm
MW:
404.17
EINECS:
203-726-8
Product Categories:
  • Other Metal
  • metal halide
  • OthersChemical Synthesis
  • Catalysis and Inorganic Chemistry
  • Reduction
  • Salts
  • Classes of Metal Compounds
  • Sm (Samarium) Compounds
  • Transition Metal Compounds
  • Samarium Salts
  • SamariumMetal and Ceramic Science
  • Synthetic Reagents
  • Crystal Grade Inorganics
Mol File:
32248-43-4.mol
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SAMARIUM(II) IODIDE Chemical Properties

Melting point:
526 ±3°
Boiling point:
solid: 1580℃ [CRC10]
Density 
0.922 g/mL at 25 °C
Flash point:
−2 °F
storage temp. 
2-8°C
solubility 
reacts with H2O
form 
powder
color 
Deep blue-green
Sensitive 
Air & Moisture Sensitive
Merck 
14,8349
Exposure limits
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
InChIKey
UAWABSHMGXMCRK-UHFFFAOYSA-L
CAS DataBase Reference
32248-43-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
F,Xi,Xn
Risk Statements 
11-19-36/37-40
Safety Statements 
16-29-33-36/37-26
RIDADR 
UN 2056 3/PG 2
WGK Germany 
3
1-10
HazardClass 
3
PackingGroup 
II
HS Code 
28276000

MSDS

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SAMARIUM(II) IODIDE Usage And Synthesis

Reaction

SmI2 has been used extensively in literature due to its large reduction potential. Known as a single-electron transfer reagent.

Mechanism of SmI2-mediated Reactions

Radicals and anions from organohalides

Reduction of halides: iodides > bromides > chloride


reaction carried out at 60 °C

Description

Samarium(II) iodide, SmI2, when employed as a solution for organic synthesis, is known as “Kagan’s reagent.” SmI2 is a green solid and its solutions are green as well. It is a strong one-electron reducing agent that is used in organic synthesis. Solid, solvent-free SmI2 forms by high-temperature decomposition of samarium(III) iodide (SmI3).

Chemical Properties

Deep bleu-green solution

Uses

Samarium(II) iodide solution (SmI2) can be used as a reagent in the synthesis of:

  • Benzannulated pyrrolizidines and indolizidines by SmI2-induced cyclizations of indole derivatives.
  • Chiral 4-substituted 2-oxazolidinones and 5,5-disubstituted oxazolidinones through asymmetric Reformatsky type reaction.
  • γ-Aminoalkyl substituted γ-butyrolactones via ketyl-alkene coupling reaction.

It can also be used in:
  • Reduction of conjugated double and triple bonds into alkenes using SmI2/H2O/amine mixtures.
  • Conversion of β-hydroxyketones into 1,3-diols by SmI2/H2O/Et3N.
  • Selective reduction of 6-membered lactones to the corresponding diols/triols using SmI2-H2O reagent system.

SmI2 is an effective single-electron reducing agent for the promotion of ketone-olefin, ketyl aryl cyclizations, and pinacol coupling reactions under mild conditions. Often both intramolecular and intermolecular couplings proceed in a highly stereoselective fashion. It is also used in the synthesis of new heteroleptic samarium aryloxide/cyclopentadienide complexes.

Uses

In organic synthesis and electron transfer reactions; in discharge lamps.

Purification Methods

A possible impurity is SmI3 from which it is made. If present, grind the solid to a powder and heat it in a stream of pure H2. The temperature (~ 500-600o) should be below the m (~ 628o) of SmI3, since the molten compounds react very slowly. [Wetzel in Handbook of Preparative Inorganic Chemistry (Ed. Brauer) Academic Press Vol II pp 1149, 1150 1965.]

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