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Sigma-Aldrich

Lithium diisopropylamide solution

1.0 M in THF/hexanes

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Synonym(s):
LDA
Linear Formula:
[(CH3)2CH]2NLi
CAS Number:
4111-54-0
Molecular Weight:
107.12
Beilstein/REAXYS Number:
3655042
MDL number:
MFCD00064449
UNSPSC Code:
12352001
PubChem Substance ID:
329767712
NACRES:
NA.22

form

liquid

Quality Level

200

concentration

1.0 M in THF/hexanes

density

0.719 g/mL at 25 °C

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. Used in directed ortho-lithiation of arylsulfonyloxazolidinones to prepare N-substituted saccharin analogs.

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

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - 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 - Water-react 1

target_organs

Central nervous system, Nervous system, Respiratory system

supp_hazards

EUH019

wgk_germany

WGK 3

flash_point_f

-7.6 °F

flash_point_c

-22 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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