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774766

Sigma-Aldrich

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

form

liquid

Quality Level

200

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. 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

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
SHBN2017
SHBL0365
SHBK4481
SHBK1681
SHBJ5537

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Tetrahedron Letters, 47, 6405-6405 (2006)
Journal of Fluorine Chemistry, 127, 539-539 (2006)
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