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205281

Sigma-Aldrich

Lithium perchlorate

ACS reagent, ≥95.0%

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About This Item

Linear Formula:
LiClO4
CAS Number:
7791-03-9
Molecular Weight:
106.39
EC Number:
232-237-2
MDL number:
MFCD00011079
UNSPSC Code:
12352302
PubChem Substance ID:
329752010
NACRES:
NA.21

grade

ACS reagent

Assay

≥95.0%

form

powder, chunks or granules

reaction suitability

reagent type: oxidant

impurities

≤0.005% insolubles

pH

6.0-7.5 (25 °C, 5%)

mp

236 °C (lit.)

anion traces

chloride (Cl-): ≤0.003%
sulfate (SO42-): ≤0.001%

cation traces

Fe: ≤5 ppm
heavy metals: ≤5 ppm (by ICP-OES)

SMILES string

[Li+].[O-]Cl(=O)(=O)=O

InChI

1S/ClHO4.Li/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1

InChI key

MHCFAGZWMAWTNR-UHFFFAOYSA-M

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General description

Lithium perchlorate (LiClO4) is a colorless lithium salt. On the crystallization from its aqueous solution, it affords lithium perchlorate trihydrate (LiClO4.3H2O). It can be synthesized by reacting lithium chloride with perchloric acid.

Application

Lithium perchlorate (LiClO4) may be used as a catalyst in the synthesis of bis(indolyl)methanes.
Lithium perchlorate may be used to catalyze:
  • The acylation of hindered alcohols and phenols under solvent-free conditions.
  • 1,4-Conjugate addition of O-silylated ketene acetals to hindered αβ,-unsaturated carbonyl system.
  • The protection of amine groups as N-Boc derivatives via tert-butoxycarbonylation.
  • Synthesis of α-aminophosphonates under solvent free conditions.
When used as a co-catalyst, accelerates the Baylis-Hillman reaction, the coupling of α,β-unsaturated carbonyls with aldehydes.

Signal Word

Danger

Hazard Statements

H272,H302,H314,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Sol. 2 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

5.1A - Strongly oxidizing hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lithium perchlorate catalyzed acetylation of alcohols under mild reaction conditions.
Nakae Y, et al.
Synlett, 2001(10), 1584-1586 (2001)
Lithium perchlorate catalyzed conjugate addition of O-silylated ketene acetals to hindered a, ?-unsaturated carbonyl compounds at atmospheric pressure.
Grieco PA, et al.
Tetrahedron Letters, 32(36), 4665-4668 (1991)
Lithium Perchlorate-Catalyzed Boc Protection of Amines and Amine Derivatives.
Heydari A and Hosseini SE.
Advanced Synthesis & Catalysis, 347(15), 1929-1932 (2005)
Lithium Perchlorate-Catalyzed Three-Component Coupling: A Facile and General Method for the Synthesis of a-Aminophosphonates under Solvent-Free Conditions.
Azizi N and Saidi MR.
European Journal of Organic Chemistry, 2003(23), 4630-4633 (2003)
Lithium perchlorate catalyzed reactions of indoles: An expeditious synthesis of bis (indolyl) methanes.
Yadav JS, et al.
Synthesis, 2001(5), 0783-0787 (2001)
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