Samarium(II) iodide solution

ALDRICH/347116 - 0.1 M in THF, contains samarium chips as stabilizer

Synonym: Samarium diiodide

CAS Number: 32248-43-4
Empirical Formula (Hill Notation): I₂Sm
Molecular Weight: 404.17
MDL Number: MFCD00058873
Linear Formula: SmI₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-347116-25ML	25 mL	$103.00 1/EA		Add To Favorites
45-347116-4X25ML	25 mL	$130.00 4/EA		Add To Favorites
45-347116-100ML	100 mL	$185.00 1/EA		Add To Favorites
45-347116-1L	1 L	$415.00 1/EA		Add To Favorites

25 mL Sure/Seal™ Packaging

Properties
Descriptions
Safety Info.
Basic Data

concentration	0.1 M in THF
contains	samarium chips as stabilizer
density	0.922 g/mL at 25 °C
form	liquid
InChI	1S/2HI.Sm/h2*1H;/q;;+2/p-2
InChI key	UAWABSHMGXMCRK-UHFFFAOYSA-L
Quality Level	200
reaction suitability	core: samarium
	reagent type: catalyst reaction type: Reductions
	reagent type: reductant
SMILES string	I[Sm]I
storage temp.	2-8°C

Application:	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.
Legal Information:	Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Packaging:	1 L in Sure/Seal™
Packaging:	25, 4×25, 100 mL in Sure/Seal™
Packaging:	The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Symbol	GHS02,GHS07,GHS08
Signal word	Danger
Hazard statements	H225 - H319 - H335 - H351 - H373
Precautionary statements	P201 - P210 - P233 - P260 - P280 - P304 + P340 + P312
Hazard Codes	F,Xn
Risk Statements	11-19-36/37-40
Safety Statements	16-26-36/37
RIDADR	UN 2056 3 / PGII
WGK Germany	WGK 3
Flash Point(F)	-2.2 °F - closed cup - Solv
Flash Point(C)	-19 °C - closed cup - Solve
Supplemental Hazard Statements	EUH018 - EUH019

Density	0.922 g/mL at 25 °C
Storage Temp.	2-8°C
UNSPSC	12352302

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