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Sigma-Aldrich

Lithium diisopropylamide solution

Lithium diisopropylamide solution

1.0 M in THF/hexanes

Synonym(s):

LDA

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About This Item

Linear Formula:
[(CH3)2CH]2NLi
CAS Number:
4111-54-0
Molecular Weight:
107.12
Beilstein:
3655042
MDL number:
MFCD00064449
UNSPSC Code:
12352001
PubChem Substance ID:
329767712
NACRES:
NA.22
Pricing and availability is not currently available.

form

liquid

concentration

1.0 M in THF/hexanes

density

0.719 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

This material is in a solution of THF/Hexanes (ca. 1:7 ratio, respectively)

Application

Titanium-ate enolates prepared from ketones by Ti(OiPr)4 and LDA underwent efficient radical trifluoromethylation providing trifluoromethyl ketones in good yield.[1] Used in directed ortho-lithiation of arylsulfonyloxazolidinones to prepare N-substituted saccharin analogs.[2]

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

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

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Nervous system, Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

-7.6 °F - closed cup

Flash Point(C)

-22 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS2486
SHBR7019
SHBR2555
SHBP9072
SHBP0444

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Tetrahedron Letters, 47, 6405-6405 (2006)
Journal of Fluorine Chemistry, 127, 539-539 (2006)
Martin E Gosnell et al.
Biochimica et biophysica acta, 1863(1), 56-63 (2015-10-04)
Hyperspectral imaging uses spectral and spatial image information for target detection and classification. In this work hyperspectral autofluorescence imaging was applied to patient olfactory neurosphere-derived cells, a cell model of a human metabolic disease MELAS (mitochondrial myopathy, encephalomyopathy, lactic acidosis
Joshua D Schaefferkoetter et al.
Physics in medicine and biology, 60(14), 5543-5556 (2015-07-03)
In the context of investigating the potential of low-dose PET imaging for screening applications, we developed methods to assess small lesion detectability as a function of the number of counts in the scan. We present here our methods and preliminary
Juan Eugenio Iglesias et al.
NeuroImage, 115, 117-137 (2015-05-06)
Automated analysis of MRI data of the subregions of the hippocampus requires computational atlases built at a higher resolution than those that are typically used in current neuroimaging studies. Here we describe the construction of a statistical atlas of the
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Questions

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  1. 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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  2. 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

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