774766

Lithium diisopropylamide solution

1.0 M in THF/hexanes

• Synonym(s): LDA
• 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

Properties

• 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

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

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 Information

• Pictograms: GHS02,GHS08,GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H225,H250,H304,H314,H335,H336,H351,H361f,H372,H411
• Precautionary Statements: P210 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• 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