246611

Lithiumdiisopropylamid

97%

• Synonym(e): LDA
• Lineare Formel: [(CH₃)₂CH]₂NLi
• CAS-Nummer: 4111-54-0
• Molekulargewicht: 107.12
• Beilstein: 3655042
• EG-Nummer: 223-893-0
• MDL-Nummer: MFCD00064449
• UNSPSC-Code: 12352001
• PubChem Substanz-ID: 24854817
• NACRES: NA.22

Eigenschaften

• Dampfdichte: >1 (vs air)
• Assay: 97%
• Form: solid
• Dichte: 0.864 g/mL at 25 °C (lit.)
• 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
• InChIKey: ZCSHNCUQKCANBX-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Lithium diisopropylamide (LDA) is a hindered non-nucleophilic strong base that abstracts hydrogen from active carbon. It can be prepared from diisopropylamine and butyllithium in the presence of tetrahydrofuran.

Anwendung

Lithium diisopropylamide can be used for the generation of carbanion or enolate anions from carbonyl group-containing compounds.
It can also be used as a base in:

• The direct alkylation and acylation of ketones.
• The aldol condensation reaction.
• α-Selenation reaction.
• The synthesis of α, β- unsaturated carbonyl compounds from carbonyl compounds.
• The alkylation of acids, esters, amides, and nitriles.
• The initiation of anionic polymerization.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05
• Signalwort: Danger
• H-Sätze: H250,H314
• P-Sätze: P231 + P232 - P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Gefahreneinstufungen: Eye Dam. 1 - Pyr. Sol. 1 - Skin Corr. 1B
• Zusätzliche Gefahrenhinweise: EUH014
• Lagerklassenschlüssel: 4.2 - Pyrophoric and self-heating hazardous materials
• WGK: WGK 2
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges