Lithium diisopropylamide (LDA) is a prominent organometallic compound used as a strong base and a reagent in organic chemistry, particularly for generating enolate anions from carbonyl compounds. It is a colorless solid prepared from isopropyl and butyl lithium and is known for its poor nucleophilic substitution capability. LDA is applied in direct alkylation and acylation of ketones, aiding in the formation of enolates and enabling reactions such as aldol condensation.

1. LITHIUM DI ISOPROPYLAMINE
(LDA)

2. CONTENTS
Organo metallic compound
Introduction
Prepartion
Properties
Formation of enolates
Applications
Refrences

3. Organo metallic compounds
• Which posses metal carbon bond.
• Contain at least one metal carbon bond.
• They have differences in electronegativites.
 Examples-Li(CH3)4 , Al(CH3)6 etc.
 Properties
 The bond between metal can carbon atom is highly covalent.
 The compound consist highly positive atoms.
 These compound are used as reducing agents

4. Lithium Di Isopropyl Amide(LDA)
 LDA is prominent reagent used in organic reagents.
 Molecular formula LiN(CH(CH3)2)2
 Used as strong base due to good solubility in non organic solvent.
 It is a colorless solid.
 It is prepared from isopropyl and butyl lithium in presence THF .
 LDA is poor nucleophile.

5. Preparation
Di
isopropylamine
Lithium
diisrpylamine
(LDA)

6. Properties
 LDA is strong Nucleophilic strong base .
 It is very poor nucleophile .
 Does not give nucleophile substitution
even with alkyl halides tosylates .
 Does not give nucleophile addition with
ketone and nitriles .
 Abstract hydrogen from active carbon
CH2 C CH2 + LDA CH2 CH
Li

7. Formation of enolates with
LDA

9. Applications
 LDA is 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.
 It abstract hydrogen from active carbon.
 Used in formation of enolates and aldol condensation

10. Refrences
 https://courses.lumenlearning.com/suny-potsdam-organicchemistry/chapter/9-7-enolate-alkyl
ation/
 https://www.masterorganicchemistry.com/2011/08/05/reagent-friday-lithium-di-isopropyl-ami
de-lda/
 https://en.wikipedia.org/wiki/Lithium_diisopropylamide
 https://www.scientificlabs.co.uk/product/organic-acids-and-bases
 https://prepchem.com/synthesis-of-lithium-diisopropylamide/
 https://cdn.masterorganicchemistry.com/wp-content/uploads/2019/12/3-alkylation-of-enolates
-using-lda-through-formation-of-the-least-substituted-enolate.gif