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

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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)

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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

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

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

Sigma-Aldrich

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

TCI Chemical

Product number: S0494
Product name: Samarium(II) Iodide (ca. 0.1mol/L in Tetrahydrofuran)
Packaging: 25mL
Price: $63
Updated: 2024/03/01

TCI Chemical

Product number: S0494
Product name: Samarium(II) Iodide (ca. 0.1mol/L in Tetrahydrofuran)
Packaging: 100mL
Price: $249
Updated: 2024/03/01

Alfa Aesar

Product number: 022360
Product name: Samarium(II) iodide, 0.07 - 0.12M in THF, stab.
Packaging: 100ml
Price: $73.65
Updated: 2024/03/01

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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

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.]

SAMARIUM(II) IODIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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SAMARIUM(II) IODIDE Suppliers

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View Lastest Price from SAMARIUM(II) IODIDE manufacturers

Career Henan Chemical Co

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

32248-43-4, SAMARIUM(II) IODIDERelated Search:

DL-Dithiothreitol NESSLER'S REAGENT SAMARIUM TRIFLUOROACETYLACETONATE Samarium trifluoride SAMARIUM(III) ISOPROPOXIDE SAMARIUM CHLORIDE SAMARIUM NITRATE HEXAHYDRATE TRIS(CYCLOPENTADIENYL)SAMARIUM SAMARIUM SULFATE SAMARIUM OXALATE Rare earth naphthenates TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)SAMARIUM(III) SAMARIUM 2,4-PENTANEDIONATE SAMARIUM(III) ACETYLACETONATE DIHYDRATE Lead(II) iodide Potassium iodide BISMUTH POTASSIUM IODIDE Sodium iodide

SaMariuM(II) iodide, 0.1M in THF, SMI2

(ca. 0.1Mol/L in Tetrahydrofuran)

SaMariuM(II) Iodide&nbsp

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

SAMARIUM(II) IODIDE

SAMARIUM IODIDE

SAMARIUM(II) IODIDE SOLUTION, STAB., ~0. 1 M IN THF

SAMARIUM(II) IODIDE, 0.1M SOLUTION IN TE TRAHYDROFURAN

SAMARIUM(II) IODIDE, POWDER, 99.9+%

SAMARIUM (II) IODIDE 0.1M IN THF

0.1MinTHF,stabilized

Samarium(II)iodide,0.1MinTHF,stab.

Samarium iodide (SmI2)

samarium(ii) iodide solution

Samarium(II) iodide, 0.07 - 0.12M in THF, stab.

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

Diiodosamarium(II)

Samarium(II) diiodide

Samarium(II) iodide, 0.1M solution in THF,stabilized with Samarium powder

Samarium(Ii)Iodide,0.1

Samarium(II) iodide, 0.1M solution in THF, stabilized with Samarium powder, AcroSeal§3

Samarium(II) iodide anhydrous

Samarium(II) iodide, 0.1M solution in THF, stabilized with Samarium powder, AcroSeal

SAMARIUM(II) IODIDE ISO 9001：2015 REACH

Samarium (II) iodide, 0.1M inTHF, stabilized

Samarium(II) iodide, anhydrous, powder, ≥99.9%

Samarium(II) iodide, 0.1M solution in THF, stabilized with Samarium powder, AcroSeal&trade

Samarium(ll) iodide

32248-43-4

SmIxx2

I2Sm

SmI2

Synthetic Reagents

Others

Reduction

Classes of Metal Compounds

Sm (Samarium) Compounds

Transition Metal Compounds

Other Metal

metal halide

OthersChemical Synthesis

Catalysis and Inorganic Chemistry

Reduction

Salts

Samarium Salts

SamariumMetal and Ceramic Science

Synthetic Reagents

Crystal Grade Inorganics

Classes of Metal Compounds

Sm (Samarium) Compounds

Transition Metal Compounds