310468
Lithium chloride
ACS reagent, ≥99%
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About This Item
Linear Formula:
LiCl
CAS Number:
Molecular Weight:
42.39
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352302
EC Number:
231-212-3
MDL number:
Assay:
≥99%
Grade:
ACS reagent
Form:
crystalline powder, powder, crystals or granules
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
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:
LiCl is also used with other reagents:
- 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
Legal Information
Redi-Dri is a trademark of Sigma-Aldrich Co. LLC
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signalword
Warning
hcodes
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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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)
Hart WA, et al.
The Chemistry of Lithium, Sodium, Potassium, Rubidium, Cesium and Francium, 355-355 (1973)