347116

Samarium(II) iodide solution

0.1 M in THF, contains samarium chips as stabilizer

• Szinonimák: Samarium diiodide
• Lineáris képlet: SmI₂
• CAS-szám: 32248-43-4
• Molekulatömeg: 404.17
• MDL-szám: MFCD00058873
• UNSPSC kód: 12352302
• PubChem Substance ID: 24861467
• NACRES: NA.22

Tulajdonságok

• form: liquid
• Minőségi szint: 200
• tartalmaz: samarium chips as stabilizer
• reakcióalkalmasság: core: samarium; reagent type: catalyst; reaction type: Reductions; reagent type: reductant
• koncentráció: 0.1 M in THF
• sűrűség: 0.922 g/mL at 25 °C
• tárolási hőmérséklet: 2-8°C
• SMILES string: I[Sm]I
• InChI: 1S/2HI.Sm/h2*1H;/q;;+2/p-2
• Nemzetközi kémiai azonosító kulcs: UAWABSHMGXMCRK-UHFFFAOYSA-L

Leírás

Alkalmazás

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.

Kiszerelés

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Jogi információk

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Biztonsági adatok

• Piktogramok: GHS02,GHS08,GHS07
• Figyelmeztetés: Danger
• Figyelmeztető mondatok: H225,H261,H319,H335,H336,H351
• Óvintézkedésre vonatkozó mondatok: P202 - P210 - P231 + P232 - P233 - P305 + P351 + P338 - P308 + P313
• Veszélyességi osztályok: Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 3
• Célzott szervek: Central nervous system, Respiratory system
• Egyéb veszélyek: EUH019
• Tárolási osztály kódja: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Lobbanási pont (F): -2.2 °F - closed cup - Solvent
• Lobbanási pont (C): -19 °C - closed cup - Solvent
• Egyéni védőeszköz: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter