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CAS 4111-54-0

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Lithium diisopropylamide

Description:
Lithium diisopropylamide (LDA) is a strong, non-nucleophilic base commonly used in organic synthesis, particularly for deprotonating weak acids and facilitating various reactions such as enolate formation. It is characterized by its lithium cation paired with the diisopropylamide anion, which enhances its basicity and steric hindrance, making it less reactive towards electrophiles. LDA is typically a white to off-white solid at room temperature and is soluble in polar aprotic solvents like tetrahydrofuran (THF) and dimethyl sulfoxide (DMSO). It is sensitive to moisture and air, requiring storage under inert atmospheres to maintain its stability. The compound is often utilized in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals, due to its ability to selectively deprotonate specific sites in substrates. Safety precautions are necessary when handling LDA, as it can react vigorously with water and other protic solvents, releasing heat and potentially causing hazardous situations.
Formula:C6H15N·Li
InChI:InChI=1S/C6H15N.Li/c1-5(2)7-6(3)4;/h5-7H,1-4H3;
InChI key:InChIKey=OVEHNNQXLPJPPL-UHFFFAOYSA-N
SMILES:N(C(C)C)C(C)C.[Li]
Synonyms:
  • (Diisopropylamino)lithium
  • 2-Propanamine, N-(1-methylethyl)-, lithium salt (1:1)
  • Diisopropilamiduro De Litio
  • Diisopropylamidure de lithium
  • Diisopropylamine, lithium salt
  • LDA
  • LDA (reagent)
  • Lithiodiisopropylamine
  • Lithium Diisopropylamide
  • Lithium diisopropylamine
  • See more synonyms
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