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MilliporeSigma

361798

Sigma-Aldrich

Diisopropilamida de litio solution

2.0 M in THF/heptane/ethylbenzene

Sinónimos:

LDA

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$67.90
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$71.50
4 X 100 ML
$259.00
800 ML
$261.00

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4 X 25 ML
$67.90
100 ML
$71.50
4 X 100 ML
$259.00
800 ML
$261.00

About This Item

Fórmula lineal:
[(CH3)2CH]2NLi
Número de CAS:
Peso molecular:
107.12
Beilstein/REAXYS Number:
3655042
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

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form

liquid

Quality Level

concentration

2.0 M in THF/heptane/ethylbenzene

impurities

3 wt. % diisopropylamine

density

0.812 g/mL at 25 °C

functional group

amine

storage temp.

2-8°C

SMILES string

[Li]N(C(C)C)C(C)C

InChI

1S/C6H14N.Li/c1-5(2)7-6(3)4;/h5-6H,1-4H3;/q-1;+1

InChI key

ZCSHNCUQKCANBX-UHFFFAOYSA-N

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General description

La disolución de diisopropilamida de litio (LDA) es una base fuerte no nucleofílica con impedimento estérico muy utilizada en síntesis orgánica.[1]

Application

La disolución de diisopropilamida de litio (LDA) puede utilizarse:
  • Como iniciador en la polimerización aniónica de laD,L-lactida y el metilmetacrilato.[1]
  • Para facilitar la enolización de ésteres.[2]
  • Para convertir los ácidos carboxílicos en intermediarios enediolato para preparar trifluorometilcetonas.[3]
  • En la orto-litiación de las arilsulfoniloxazolidinonas para preparar análogos de la sacarina N-sustituidos.[4]
  • Para catalizar la orto-litiación y la transposición de Fries de los arilcarbamatos.[5]
  • Como promotor en la isomerización de los éteres alílicos a (Z)-propenil éteres.[6]

Packaging

La botella Sure/Seal de 25 ml se recomienda como una botella de un solo uso. Los pinchazos repetidos provocarán probablemente una disminución del rendimiento del producto.

Legal Information

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

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, hearing organs, Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

35.6 °F - closed cup

flash_point_c

2 °C - closed cup


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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

Efficient access to chiral N-substituted saccharin analogues via the directed ortho-lithiation of 3-N-arylsulfonyloxazolidin-2-ones
Aliyenne AO, et al.
Tetrahedron Letters, 47(36), 6405-6408 (2006)
Lithium diisopropylamide-mediated enolizations: Solvent-dependent mixed aggregation effects
Sun X and Collum DB
Journal of the American Chemical Society, 122(11), 2459-2463 (2000)
Trifluoromethyl ketones: properties, preparation, and application
Kelly CB, et al.
Chemical Communications (Cambridge, England), 49(95), 11133-11148 (2013)
Isomerization of allyl ethers initiated by lithium diisopropylamide
Su C, and Williard PG
Organic Letters, 12(23), 5378-5381 (2010)
Tetrahedron Letters, 47, 6405-6405 (2006)

Questions

1–3 of 3 Questions  
  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/449/386/product-dating-information-mk.pdf

      Helpful?

  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

      Helpful?

  3. Hi, can I know if it's ok to store LDA in THF/heptane/ethylbenzene or in THF/hexane, and nBuLi in Hexanes at -20 degrees celsius? Thanks!

    1 answer
    1. The recommended storage temperature for this product is 2 - 8 °C.

      Helpful?

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