347116
Samarium(II) iodide solution
0.1 M in THF, contains samarium chips as stabilizer
Synonyme(s) :
Samarium diiodide
About This Item
Produits recommandés
Forme
liquid
Niveau de qualité
Contient
samarium chips as stabilizer
Pertinence de la réaction
core: samarium
reagent type: catalyst
reaction type: Reductions
reagent type: reductant
Concentration
0.1 M in THF
Densité
0.922 g/mL at 25 °C
Température de stockage
2-8°C
Chaîne SMILES
I[Sm]I
InChI
1S/2HI.Sm/h2*1H;/q;;+2/p-2
Clé InChI
UAWABSHMGXMCRK-UHFFFAOYSA-L
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Catégories apparentées
Application
- 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.
Conditionnement
Informations légales
Mention d'avertissement
Danger
Mentions de danger
Conseils de prudence
Classification des risques
Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 3
Organes cibles
Central nervous system, Respiratory system
Risques supp
Code de la classe de stockage
4.3 - Hazardous materials which set free flammable gases upon contact with water
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
-2.2 °F - closed cup - Solvent
Point d'éclair (°C)
-19 °C - closed cup - Solvent
Équipement de protection individuelle
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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