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Details

Stereochemistry ACHIRAL
Molecular Formula C6H14N.Li
Molecular Weight 107.123
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LITHIUM DIISOPROPYLAMIDE

SMILES

[Li+].CC(C)[N-]C(C)C

InChI

InChIKey=ZCSHNCUQKCANBX-UHFFFAOYSA-N
InChI=1S/C6H14N.Li/c1-5(2)7-6(3)4;/h5-6H,1-4H3;/q-1;+1

HIDE SMILES / InChI

Molecular Formula Li
Molecular Weight 6.941
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H15N
Molecular Weight 101.19
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://www.fmclithium.com/Portals/FMCLithium/content/docs/DataSheet/QS-PDS-047%20r1.pdf

Lithium diisopropylamide (LDA) is a prominent reagent used in organic synthesis. It is strong, low-nucleophilic base for e.g. enolisations. Corrosive to the eyes (may cause blindness), skin, mucous membranes and upper respiratory tract. Inhalation of vapors may cause dizziness, nausea, anesthesia, numbness, motor weakness in fingers and toes, incoordination, and headache.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Lithium diisopropylamide: solution kinetics and implications for organic synthesis.
2007
Lithium Enolates Derived from Pyroglutaminol: Mechanism and Stereoselectivity of an Azaaldol Addition.
2016 Aug 17
Sodium Diisopropylamide in N,N-Dimethylethylamine: Reactivity, Selectivity, and Synthetic Utility.
2016 Nov 18
One-Pot Halogen Dance/Negishi Coupling of Dibromothiophenes for Regiocontrolled Synthesis of Multiply Arylated Thiophenes.
2016 Nov 7
Lithium Diisopropylamide: Nonequilibrium Kinetics and Lessons Learned about Rate Limitation.
2017 May 5
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:46:30 GMT 2023
Edited
by admin
on Sat Dec 16 03:46:30 GMT 2023
Record UNII
OL028KIW1I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LITHIUM DIISOPROPYLAMIDE
Systematic Name English
DIISOPROPYLAMINE LITHIUM SALT [MI]
Common Name English
DIISOPROPYLAMINE LITHIUM SALT
MI  
Common Name English
LDA
Common Name English
LITHIODIISOPROPYLAMINE
Systematic Name English
Code System Code Type Description
FDA UNII
OL028KIW1I
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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WIKIPEDIA
LITHIUM DIISOPROPYLAMIDE
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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EPA CompTox
DTXSID6063305
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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PUBCHEM
2724682
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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MERCK INDEX
m4485
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
PRIMARY Merck Index
CAS
4111-54-0
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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ECHA (EC/EINECS)
223-893-0
Created by admin on Sat Dec 16 03:46:30 GMT 2023 , Edited by admin on Sat Dec 16 03:46:30 GMT 2023
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