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Lithium diisopropylamide

Lithium diisopropylamide Structure
CAS No.
4111-54-0
Chemical Name:
Lithium diisopropylamide
Synonyms
LDA;Lithium salt;LITHIUM DIISOPROPYLAMINE;lithium,di(propan-2-yl)azanide;lithium diisopropylamide (LDA);ithium diisopropyL;DIIS;LDA THF COMPLEX;iisopropylamide;Kseal,reagent grade
CBNumber:
CB6677718
Molecular Formula:
C6H16LiN
Molecular Weight:
109.14
MOL File:
4111-54-0.mol
MSDS File:
SDS
Modify Date:
2024/7/4 21:45:01

Lithium diisopropylamide Properties

Melting point decomposes [MER06]
Boiling point 65 °C
Density 0.864 g/mL at 25 °C (lit.)
vapor density >1 (vs air)
Flash point 91 °F
storage temp. 2-8°C
solubility soluble in ethyl ether; insoluble in hydrocarbon solvents
form liquid
color brown
Water Solubility decomposes
Sensitive Air & Moisture Sensitive
Merck 14,3196
BRN 3655042
CAS DataBase Reference 4111-54-0(CAS DataBase Reference)
EPA Substance Registry System 2-Propanamine, N-(1-methylethyl)-, lithium salt (4111-54-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05
Signal word  Danger
Hazard statements  H250-H314
Precautionary statements  P231+P232-P260-P280-P303+P361+P353-P305+P351+P338-P370+P378
Hazard Codes  C,N,F
Risk Statements  14-17-34-67-65-51/53-35-19-15-11-50/53-14/15-10-40-23/24/25-62-63-37-48/20
Safety Statements  26-36/37/39-43-45-60-61-62-8-16-23-33-27
RIDADR  UN 3399 4.3/PG 2
WGK Germany  3
1-10
TSCA  Yes
HazardClass  4.2
PackingGroup  I
HS Code  29211990

Lithium diisopropylamide price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 774766 Lithium diisopropylamide solution 1.0?M in THF/hexanes 4111-54-0 100ML ₹7155.33 2022-06-14 Buy
Sigma-Aldrich(India) 774766 Lithium diisopropylamide solution 1.0?M in THF/hexanes 4111-54-0 4X25ML ₹7956.38 2022-06-14 Buy
Sigma-Aldrich(India) 361798 Lithium diisopropylamide solution 2.0?M in THF/heptane/ethylbenzene 4111-54-0 100ML ₹7274.4 2022-06-14 Buy
Sigma-Aldrich(India) 774766 Lithium diisopropylamide solution 1.0?M in THF/hexanes 4111-54-0 500ML ₹19853.05 2022-06-14 Buy
Sigma-Aldrich(India) 361798 Lithium diisopropylamide solution 2.0?M in THF/heptane/ethylbenzene 4111-54-0 4X25ML ₹8963.1 2022-06-14 Buy
Product number Packaging Price Buy
774766 100ML ₹7155.33 Buy
774766 4X25ML ₹7956.38 Buy
361798 100ML ₹7274.4 Buy
774766 500ML ₹19853.05 Buy
361798 4X25ML ₹8963.1 Buy

Lithium diisopropylamide Chemical Properties,Uses,Production

Chemical Properties

Lithium diisopropylamide (LDA) is a white pyrophoric powder. Freshly prepared, it is soluble in hydrocarbons (in hexane about 10 %), but it tends to precipitate irreversibly from solution as a polymer on heating or prolonged storage. In ethers the solubility is much higher, but with the exception of tetrahydropyran, LDA is decomposed at a rate depending on the ether, concentration, and temperature.
Lithium diisopropylamide can be conveniently prepared from butyllithium and diisopropylamine or purchased as a 2 mol/L (25 %) solution in THF and a mixture of various hydrocarbons. Although LDA is unstable in pure THF (at room temperature a 25% solution loses about 1% of its activity per day), the commercially available compositions containing only a limited amount of THF are satisfactory stable for technical applications.

Chemical Properties

dark yellow to orange or dark red-brown solution. Lithium Diisopropylamide (LDA) [4111- 54-0], LiN(CH(CH3)2)2, Mr 107.14 is a white pyrophoric powder. Freshly prepared, it is soluble in hydrocarbons (in hexane about 10 %), but it tends to precipitate irreversibly from solution as a polymer on heating or prolonged storage. In ethers the solubility is much higher, but with the exception of tetrahydropyran, LDA is decomposed at a rate depending on the ether, concentration, and temperature.

Uses

Lithium diisopropylamide is a sterically hindered nonnucleophilic strong base used for selective deprotonations, especially for the production of kinetic enolates (i.e., the thermodynamically less favored isomer) and (hetero-)aromatic carbanions. In the production of the serum lipid regulating agent Gemfibrozil one key intermediate is formed by quenching an ester enolate with 1-bromo-3-chloropropane.
Lithium diisopropylamide

General Description

This material is in a solution of THF/Hexanes (ca. 1:7 ratio, respectively)

Purification Methods

It is purified by refluxing over Na wire or NaH for 30minutes and then distilled into a receiver under N2. Because of the low boiling point of the amine, a dispersion of NaH in mineral oil can be used directly in this purification without prior removal of the oil. It is HIGHLY FLAMMABLE, and is decomposed by air and moisture. [Wittig & Hesse Org Synth 50 69 1970, Beilstein 4 H 154, 4 I 369, 4 II 630, 4 III 274, 4 IV 510.]

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LITHIUM DIISOPROPYLAMIDE THF COMPLEX LITHIUM DIISOPROPYLAMIDE LDA THF COMPLEX DIISOPROPYLAMINOLITHIUM Lithium diisopropylamide solution n-(1-methylethyl)-2-propanaminlithiumsalt Lithium diisopropylamide, 2M solution in THF/n-heptane/ethylbenzene LITHIUMDIISOPROPYLAMIDE,2MSOLUTIONINTETRAHYDROFURAN/HEPTANE/ETHYLBENZENE Lithium dlisopropylamide LITHIUM DIISOPROPYLAMIDE, 10 WT. % SOLUT ION IN MINERAL OIL LITHIUM DIISOPROPYLAMIDE, 2.0M SOLUTION IN HEPTANE/THF/ETHYLBENZENE LITHIUM DIISOPROPYLAMIDE, 1.8M SOLUTION IN THF/HEPTANE/ETHYLBENZENE LITHIUM DIISOPROPYLAMIDE, 10 WT. % SUSPE NSION IN HEXANES Lithium diisopropylamide solution, ~2 M in THF/heptane/ethylbenzene LITHIUM DIISOPROPYLAMIDE, 2M SOLUTION IN THF/HEPTANE LITHIUM DIISOPROPYLAMIDE, 2M SOLUTION IN THF/N-HEPTANE LITHIUM DIISOPROPYLAMIDE, 2.0M SOLUTION IN THF/ETHYLBENZENE Lithium Diisopropylamide (25% in Tetrahydrofuran/Ethylbenzene/Heptane, ca. 2mol/L) LithiuM diisopropylaMide solution 2.0 M in THF LithiuM diisopropylaMid LithiuM diisopropylaMide solution 1.0 M in THF/hexanes LithiuM diisopropylaMide solution 1.8 M in THF/heptane/ethylbenzene LithiuM diisopropylaMide solution 2.0 M in THF/heptane/ethylbenzene LithiuM diisopropylaMide, 2.0 M solution in THF/n-heptane ethylbenzene, SpcSeal LithiuM diisopropylaMide, 2.0 M solution in THF/n-heptane/ethylbenzene (26%/28%/13%) LithiuM diisopropylaMide, 2.0 M solution in THF/n-heptane/ethylbenzene (26%/28%/13%), J&KSeal Lithium diisopropylamide, 2M in THF/heptane/ethylbenzene LithiuM diisopropylaMide solution 2.0 M in THF/heptane 2-Propanamine,N-(1-methylethyl)-,lithiumsalt Lithium diisopropylamide2M sol. in THF/n-heptane/ethylbenzeneAcroSeal§3 Diisopropyllithioamine N-Lithiobis(1-methylethyl)amine N-Lithio-N,N-diisopropylamine Lithium diisopropylamide,2M sol. in THF/n-heptane/ethylbenzene Lithium diisopropylamide, 2M sol. in THF/n-heptane/ethylbenzene, AcroSeal? Lithium diidopropylamide 2.0 M Lithium Diisopropylamide,2M solution in THF Lithium diisopropylamide [2M in THF/n-heptane/ethylbenzene] Lithium diisopropylamide solution,LDA Lithium diisopropyla iisopropylamide LithiuM DiisopropylaMide (LDA), 2M in THF/Heptane/Ethylbenzene LithiuM DiisopropylaMide (LDA), 2M in THF LithiuM DiisopropylaMide (ca. 20% in Tetrahydrofuran/Ethylbenzene/Heptane, ca. 1.5Mol/L) LithiuM diisopropylaMide, 2M in THF LithiuM DiisopropylaMide (LDA), 2M in THF/Hexane Lithium diisopropylamide, 2.0 M solution in THF/n-heptane/ethylbenzene (22%/35%/14%), J&KSeal DIIS Lithiodiisopropylamine Lithium diisopropylamide, 2.0 M solution in THF/n-heptane/ethylbenzene (22%/35%/14%), J& Kseal,reagent grade Lithium diisopropylamide ISO 9001:2015 REACH Lithiodiisopropylamide DISCONTINUED Lithium Diisopropylamide 2.0M In THF / 0.7M In MTBE Lithium dilsopropylamide LITHIUM DIISOPROPYLAMINE LDA lithium diisopropylamide (LDA)