SAMARIUM(II) IODIDE
Reaction Mechanism of SmI2-mediated Reactions- Product Name
- SAMARIUM(II) IODIDE
- CAS No.
- 32248-43-4
- Chemical Name
- SAMARIUM(II) IODIDE
- Synonyms
- SAMARIUM IODIDE;Samarium iodide (SmI2);Diiodosamarium(II);SAMARIUM(II) IODIDE;Samarium(ll) iodide;0.1MinTHF,stabilized;Samarium(II) diiodide;Samarium(Ii)Iodide,0.1;SaMariuM(II) Iodide samarium(ii) iodide solution
- CBNumber
- CB5168664
- Molecular Formula
- I2Sm
- Formula Weight
- 404.17
- MOL File
- 32248-43-4.mol
SAMARIUM(II) IODIDE Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H260In contact with water releases flammable gases which may ignite spontaneously
H302Harmful if swallowed
H314Causes severe skin burns and eye damage
H315Causes skin irritation
H318Causes serious eye damage
H319Causes serious eye irritation
H335May cause respiratory irritation
H351Suspected of causing cancer
H371May cause damage to organs
H372Causes damage to organs through prolonged or repeated exposure
H373May cause damage to organs through prolonged or repeated exposure
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378In case of fire: Use … for extinction.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 347116
- Product name
- Samarium(II) iodide solution
- Purity
- 0.1 M in THF, contains samarium chips as stabilizer
- Packaging
- 4x25ml
- Price
- $126
- Updated
- 2024/03/01
- Product number
- 347116
- Product name
- Samarium(II) iodide solution
- Purity
- 0.1 M in THF, contains samarium chips as stabilizer
- Packaging
- 1l
- Price
- $403
- Updated
- 2024/03/01
- Product number
- S0494
- Product name
- Samarium(II) Iodide (ca. 0.1mol/L in Tetrahydrofuran)
- Packaging
- 25mL
- Price
- $63
- Updated
- 2024/03/01
- Product number
- S0494
- Product name
- Samarium(II) Iodide (ca. 0.1mol/L in Tetrahydrofuran)
- Packaging
- 100mL
- Price
- $249
- Updated
- 2024/03/01
- Product number
- 022360
- Product name
- Samarium(II) iodide, 0.07 - 0.12M in THF, stab.
- Packaging
- 100ml
- Price
- $73.65
- Updated
- 2024/03/01
SAMARIUM(II) IODIDE Chemical Properties,Usage,Production
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
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.]
SAMARIUM(II) IODIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from SAMARIUM(II) IODIDE manufacturers
- Product
- SAMARIUM(II) IODIDE 32248-43-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2019-07-04