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310468

Lithium chloride

ACS reagent, ≥99%

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About This Item

Linear Formula:
LiCl
CAS Number:
7447-41-8
Molecular Weight:
42.39
NACRES:
NA.21
PubChem Substance ID:
329753626
UNSPSC Code:
12352302
EC Number:
231-212-3
MDL number:
MFCD00011078
Assay:
≥99%
Grade:
ACS reagent
Form:
crystalline powder, powder, crystals or granules
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grade

ACS reagent

Quality Level

200

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

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

Other Notes

Go to Redi-Dri™ Product Listing 746460

Legal Information

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

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM9209
MKCL1575
MKBZ5591V
MKCK6624
MKCJ5259

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Articles

Selective Metalation and Additions

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Derivatization of cellulose in lithium chloride and N-N-dimethylacetamide solutions.
McCormick CL and Callais PA.
Polymer, 28(13), 2317-2323 (1987)
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)
Hart WA, et al.
The Chemistry of Lithium, Sodium, Potassium, Rubidium, Cesium and Francium, 355-355 (1973)
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Global Trade Item Number

SKUGTIN
310468-5G04061826677254
310468-100G04061826677230
310468-2.5KG04061832564593
310468-500G04061826677247