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774766 Sigma-Aldrich

Lithium diisopropylamide solution

1.0 M in THF/hexanes

Synonym: LDA

  • CAS Number 4111-54-0

  • Linear Formula [(CH3)2CH]2NLi

  • Molecular Weight 107.12

  •  Beilstein/REAXYS Number 3655042

  •  MDL number MFCD00064449

  •  PubChem Substance ID 329767712

  •  NACRES NA.22

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Properties

Related Categories 25mL Sure/Seal Reagents, Chemical Synthesis, Organometallic Reagents More...
Quality Level   100
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

Description

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

4×25, 100, 500 mL in Sure/Seal™

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

Safety & Documentation

Safety Information

Signal word 
Danger
Supplemental Hazard Statements 
EUH018 - EUH019
RIDADR 
UN 3399A 4.3(3) / PGI
WGK Germany 
WGK 3
Flash Point(F) 
-22.0 °F
Flash Point(C) 
-30 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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