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310468

Sigma-Aldrich

Lithium chloride

ACS reagent, ≥99%

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Linear Formula:
LiCl
CAS Number:
Molecular Weight:
42.39
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

assay

≥99%

form

crystalline powder
powder, crystals or granules

impurities

≤0.008 meq/g Titr. base
≤0.01% insolubles

loss

≤1.0% loss on drying

pH

6

mp

605 °C (lit.)

anion traces

sulfate (SO42-): ≤0.01%

cation traces

Ba: ≤0.003%
Ca: ≤0.01%
Fe: ≤0.001%
K: ≤0.01%
Na: ≤0.20%
heavy metals: ≤0.002% (by ICP)

SMILES string

[Li+].[Cl-]

InChI

1S/ClH.Li/h1H;/q;+1/p-1

InChI key

KWGKDLIKAYFUFQ-UHFFFAOYSA-M

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1 of 4

This Item
73036L9650746460
vibrant-m

310468

Lithium chloride

vibrant-m

73036

Lithium chloride

vibrant-m

L9650

Lithium chloride

vibrant-m

746460

Lithium chloride

form

crystalline powder, powder, crystals or granules

form

powder or crystals

form

powder

form

powder

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

605 °C (lit.)

mp

605 °C (lit.)

mp

605 °C (lit.)

mp

605 °C (lit.)

grade

ACS reagent

grade

-

grade

for molecular biology

grade

ACS reagent, anhydrous

impurities

≤0.008 meq/g Titr. base, ≤0.01% insolubles

impurities

-

impurities

-

impurities

≤0.008 meq/g Titr. base, ≤0.01% insolubles

General description

Lithium chloride (LiCl) is a lithium salt. It is used as a source of chloride nucleophile as well as a source of chloride ligand in chemical synthesis. LiCl is also used as a desiccant in drying air streams.

Application

Lithium chloride can be used as:      
  • A source of chloride anion for the conversion of alcohols to alkyl chloride under Mitsunobu conditions.      
  • An additive in the palladium-catalyzed coupling and carbonylative coupling reactions of organostannanes and vinyl triflates.      
  • A reagent for the cleavage of protecting groups under mild conditions. It readily converts acetals and ketals to the corresponding carbonyl compounds.
  • A reagent in the dehydrohalogenation of α-halocarbonyl compounds to α,β-unsaturated carbonyls compound in the presence of DMF.

LiCl is also used with other reagents:      
  • LiCl:DIPEA (1:1 molar ratio) is used in Horner–Wadsworth–Emmons alkenation reaction.      
  • LiCl:Hexamethylphosphoric triamide is used in decarboxylative alkylation and chloride displacement reactions.
  • LiCl is used as an additive in solid-phase peptide synthesis because it increases resin swelling and improves the efficiencies of complex coupling steps.

Features and Benefits

  • Easy to handle      
  • Weak Lewis acid      
  • Highly soluble in water

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Lithium chloride

Horner-wadsworth-emmons reaction: Use of lithium chloride and an amine for base-sensitive compounds.
Blanchette MA, et al.
Tetrahedron Letters, 25(21), 2183-2186 (1984)
Derivatization of cellulose in lithium chloride and N-N-dimethylacetamide solutions.
McCormick CL and Callais PA.
Polymer, 28(13), 2317-2323 (1987)
Solution studies of cellulose in lithium chloride and N,N-dimethylacetamide.
McCormick CL, et al.
Macromolecules, 18(12), 2394-2401 (1985)
Hart WA, et al.
The Chemistry of Lithium, Sodium, Potassium, Rubidium, Cesium and Francium, 355-355 (1973)
Eagleson M.
Concise Encyclopedia Chemistry, 605-605 (1994)

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