SAMARIUM(II) IODIDE
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
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)
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
- F
- 1-10
- HazardClass
- 3
- PackingGroup
- II
- HS Code
- 28276000
MSDS
- Language:English Provider:SigmaAldrich
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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