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CAS RN: 32248-43-4 | Product Number: S0494

Samarium(II) Iodide (ca. 0.1mol/L in Tetrahydrofuran)

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Product Number S0494
Molecular Formula / Molecular Weight SmI__2 = 404.17  
Physical State (20 deg.C) Liquid
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive,Moisture Sensitive
CAS RN 32248-43-4
PubChem Substance ID 87558542
Merck Index (14) 8349
Appearance Blue to Dark blue clear liquid to cloudy liquid
Concentration(Titration) 0.075 to 0.105 mol/L
Properties (reference)
Specific Gravity (20/20) 0.92
Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H371 : May cause damage to organs.
H372 : Causes damage to organs through prolonged or repeated exposure.
H351 : Suspected of causing cancer.
H335 : May cause respiratory irritation.
H225 : Highly flammable liquid and vapour.
Precautionary Statements P260 : Do not breathe dust/ fume/ gas/ mist/ vapours/ spray.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P233 : Keep container tightly closed.
P201 : Obtain special instructions before use.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
Related Laws:
Transport Information:
UN Number UN2056
Class 3
Packing Group II
HS Number 3815909090
Tandem SmI2-induced beta-elimination / aldol-type reaction

Typical procedure: Nitrone 1 (50 mg) is co-evaporated with toluene (1 mL x 3) at 35 °C then is deoxygenated. To the solution of 1 in dry THF (0.5 mL), a 0.1 mol/L THF solution of SmI2 (2.0 mL) is added at -60 °C under argon. After disappearance of the typical blue color, cyclohexanecarboxaldehyde (25 micro L) is added and the temperature is raised to room temperature over 5 h. A saturated aqueous solution of Na2S2O3 (2 mL), a saturated aqueous solution of NaHCO3 (2 mL) and EtOAc (2 mL) are added. The aqueous phase is extracted with EtOAc (20 mL x 2), and the combined extracts are dried over MgSO4. Concentration gives a crude oil. Purification by silica gel chromatography (eluent: pentane/EtOAc=6/1 to 0/1 then EtOAc/MeOH=8/1) gives 3 (39 mg, 77%) as a pale yellow oil.


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