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
Molecular Weight: 42.39. Empirical Formula: ClLi. linearFormula: LiCl. 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. Pictograms: GHS07. Signal Word: Warning. Hazard Statements: H302 - H315 - H319. Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338. Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2. Storage Class Code: 13 - Non Combustible Solids. WGK: WGK 1. Flash Point(F): Not applicable. Flash Point(C): Not applicable.- UPC:
- 12141803
- Condition:
- New
- HazmatClass:
- No
- MPN:
- 310468-500G
- CAS:
- 7447-41-8
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