SAMARIUM(II) IODIDE

Base Information

• Chemical Name: SAMARIUM(II) IODIDE
• CAS No.: 32248-43-4
• Molecular Formula: I₂Sm
• Molecular Weight: 404.169
• Hs Code.: 28276000
• UNII: L15T8U41LC
• Nikkaji Number: J134.359I
• Mol file: 32248-43-4.mol

Synonyms:Samariumdiiodide; Samarium(II) iodide

Chemical Property of SAMARIUM(II) IODIDE

Chemical Property:

• Melting Point: 526 ±3°
• Boiling Point: solid: 1580℃ [CRC10]
• Flash Point: -2 °F
• PSA: 0.00000
• Density: 0.922
• LogP: 1.77140
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 405.72868
• Heavy Atom Count: 3
• Complexity: 0

Purity/Quality:

99% ^*data from raw suppliers

Samarium(II)Iodide(0.1MinTHF) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi,Xn
• Statements: 11-19-36/37-40
• Safety Statements: 16-29-33-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [I-].[I-].[Sm]
• Uses: In organic synthesis and electron transfer reactions; in discharge lamps. 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.

Technology Process of SAMARIUM(II) IODIDE

There total 21 articles about SAMARIUM(II) IODIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

samarium (7440-19-9) + 1,2-Diiodoethane (624-73-7) → samarium diiodide (32248-43-4) + ethene (74-85-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201305822

Reference yield:

samarium (7440-19-9) + 1,2-Diiodoethane (624-73-7) → samarium diiodide (32248-43-4)

Guidance literature:

In tetrahydrofuran; N2-atmosphere; slight excess of Sm, room temp., 1.5 h;

DOI:10.1016/S0022-328X(99)00411-8

Reference yield:

samarium (7440-19-9) + iodine (7553-56-2,12190-71-5,8031-47-8) → samarium diiodide (32248-43-4)

Guidance literature:

In tetrahydrofuran; (N2); addn. of THF to mixt. of compounds (Sm:I2 2:1); stirred overnight at room temp.; decanting or filtration to yield clear soln. of SmI2;

upstream raw materials:

samarium

1,2-Diiodoethane

dicarbonylcyclopentadienyliodoiron(II)

iodine

Downstream raw materials:

[(N,N’-bis(2,6-diisopropylphenyl)formamidinate)₂Sm^II(tetrahydrofuran)₂]

[Sm(κ1-N,η6-Piso)Sm(THF)(μ-I)2(κ1-N,η6-Piso)]

Refernces

• 1、 Breitler, Simon,Carreira, Erick M.. "Total synthesis of (+)-crotogoudin". . p. 11168 - 11171. Retrieved 2013.
• 2、 Huang, Huan-Ming,Procter, David J.. "Selective Electron Transfer Reduction of Urea-Type Carbonyls". . p. 313 - 317. Retrieved 2019.
• 3、 Huang, Huan-Ming,Procter, David J.. "Radical-Radical Cyclization Cascades of Barbiturates Triggered by Electron-Transfer Reduction of Amide-Type Carbonyls". . p. 7770 - 7775. Retrieved 2016.
• 4、 Imamoto, Tsuneo,Ono, Mitsumasa. "The Reaction of Samarium(III) Iodide with Samarium Metal in Tetrahydrofuran. A New Method for the Preparation of Samarium(II) Iodide". . p. 501 - 502. Retrieved 1987.
• 5、 Teprovich Jr., Joseph A.,Antharjanam, P. K. Sudhadevi,Prasad, Edamana,Pesciotta, Esther N.,Flowers II, Robert A.. "Generation of SmII reductants using high intensity ultrasound". . p. 5015 - 5019. Retrieved 2008.
• 6、 Hu, Zhoumi,Fu, Liang,Chen, Pinhong,Cao, Weiguo,Liu, Guosheng. "Enantioselective Intermolecular Aminoalkynylation of Styrenes via Copper-Catalyzed Radical Relay". . p. 129 - 134. Retrieved 2021.
• 7、 Huang, Huan-Ming,McDouall, Joseph J. W.,Procter, David J.. "Radical Anions from Urea-type Carbonyls: Radical Cyclizations and Cyclization Cascades". . p. 4995 - 4999. Retrieved 2018.
• 8、 Wayda, Andrea L.,Cheng, Suzanne,Mukerji, Ishita. "Cyclooctatetraenide derivatives of divalent samarium". . p. C17 - C19. Retrieved 1987.
• 9、 Iwasaki, Hiroki,Suzuki, Kenji,Yamane, Mitsunari,Yoshida, Shohei,Kojima, Naoto,Ozeki, Minoru,Yamashita, Masayuki. "Indole synthesis from N-allenyl-2-iodoanilines under mild conditions mediated by samarium(ii) diiodide". . p. 6812 - 6815. Retrieved 2014.
• 10、 Arashiba, Kazuya,Himeda, Yuichiro,Kanega, Ryoichi,Nishibayashi, Yoshiaki. "Electrochemical reduction of samarium triiodide into samarium diiodide". . p. 1171 - 1173. Retrieved 2020.