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Merck

347116

碘化钐(II) 溶液

0.1 M in THF, contains samarium chips as stabilizer

别名:

碘化亚钐

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25 ML

$118.00

4 X 25 ML

$178.00

100 ML

$190.00

1 L

$602.00

$118.00


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关于此项目

线性分子式:
SmI2
化学文摘社编号:
分子量:
404.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352302
MDL number:

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产品名称

碘化钐(II) 溶液, 0.1 M in THF, contains samarium chips as stabilizer

InChI

1S/2HI.Sm/h2*1H;/q;;+2/p-2

SMILES string

I[Sm]I

InChI key

UAWABSHMGXMCRK-UHFFFAOYSA-L

form

liquid

contains

samarium chips as stabilizer

reaction suitability

core: samarium
reagent type: catalyst
reaction type: Reductions

reagent type: reductant

concentration

0.1 M in THF

density

0.922 g/mL at 25 °C

storage temp.

2-8°C

Quality Level

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409340464678554359
reaction suitability

core: samarium, reagent type: reductant, reagent type: catalyst
reaction type: Reductions

reaction suitability

-

reaction suitability

-

reaction suitability

-

form

liquid

form

powder

form

powder

form

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

density

0.922 g/mL at 25 °C

density

-

density

6.003 g/mL at 25 °C (lit.)

density

6.16 g/mL at 25 °C (lit.)

contains

samarium chips as stabilizer

contains

-

contains

-

contains

-

Application

碘化钐(II)(SmI2)作为一种试剂,用于合成:
  • 通过SmI2诱导的吲哚衍生物的环化生成的苯环吡咯里西啶和吲哚里西啶。[1]
  • 通过不对称Reformatsky型反应合成手性4-取代2-恶唑烷酮和5,5-二取代恶唑烷酮。[2]
  • γ通过羰游基-烯烃偶联反应生成-氨烷基取代γ-丁内酯。[3]

还可用于:
  • 使用SmI2/H2O/胺混合物还原共轭双键和三键成烯烃。[4]
  • 通过SmI2/H2O/Et3N将β-羟基酮转化成1,3-二醇。[5]
  • 使用SmI2/H2O试剂系统选择性还原六元内酯成相应的二醇/三醇。[6]

SmI2是一种有效的单电子还原剂,用于在温和条件下促进酮烯烃、羰游基芳香基环化和频哪醇偶联反应。[7][8][9]通常,分子内[10]和分子间偶联[10]都以较高的立体选择性方式进行。此外,它还用于合成新型芳氧钐/环戊二烯配合物。[11][12]

Packaging

建议将25 mL Sure/Seal 瓶作为一次性瓶使用。 反复穿刺可能会导致产品性能下降。

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 3

target_organs

Central nervous system, Respiratory system

supp_hazards

存储类别

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk

WGK 3

flash_point_f

-2.2 °F - closed cup - Solvent

flash_point_c

-19 °C - closed cup - Solvent

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Aldrichimica Acta, 24, 15-15 (1991)
Application of lanthanide reagents in organic synthesis
Gary A. Molander
Chemical Reviews, 92, 29-29 (1992)
Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process
Gary A. Molander and Jeffrey A. McKie
The Journal of Organic Chemistry, 59, 3186-3186 (1994)
Asymmetric samarium-Reformatsky reaction of chiral α-bromoacetyl-2-oxazolidinones with aldehydes
Fukuzawa S-I, et al.
The Journal of Organic Chemistry, 65(6), 1702-1706 (2000)
Zhaomin Hou et al.
Inorganic chemistry, 35(25), 7190-7195 (1996-12-04)
Synthesis of a new class of heteroleptic samarium aryloxide complexes has been achieved by the use of homoleptic samarium(II) bis(aryloxide) Sm(OAr)(2)(THF)(3) (1, Ar = C(6)H(2)Bu(t)(2)-2,6-Me-4) as a starting material, which is easily obtained by reaction of Sm(N(SiMe(3))(2))(2)(THF)(2) with 2 equiv

商品

Rare earth elements are vital in everyday life worldwide: catalysts in cars, colors in screens, magnets in electronics. Essential for modern living.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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