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vapor density
>1 (vs air)
Assay
97%
form
solid
density
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
InChI key
ZCSHNCUQKCANBX-UHFFFAOYSA-N
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General description
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.
Application
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:
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Pyr. Sol. 1 - Skin Corr. 1B
Supplementary Hazards
Storage Class Code
4.2 - Pyrophoric and self-heating hazardous materials
WGK
WGK 2
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Lithium Diisopropylamide
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Angewandte Chemie (International ed. in English), 46(37), 7098-7100 (2007)
Journal of Polymer Science Part A: Polymer Chemistry, 32, 2425-2425 (1994)
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Tetrahedron Letters, 50(49), 6761-6763 (2009)
Aldrichimica Acta, 17, 80-80 (1984)
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