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224839

Sigma-Aldrich

Bismuth(III) chloride

reagent grade, ≥98%

Synonym(s):

Bismuth trichloride, Trichlorobismuth

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About This Item

Empirical Formula (Hill Notation):
BiCl3
CAS Number:
Molecular Weight:
315.34
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

Assay

≥98%

form

powder, chunks or granules

reaction suitability

reagent type: catalyst
core: bismuth

bp

447 °C (lit.)

mp

230-232 °C (lit.)

SMILES string

Cl[Bi](Cl)Cl

InChI

1S/Bi.3ClH/h;3*1H/q+3;;;/p-3

InChI key

JHXKRIRFYBPWGE-UHFFFAOYSA-K

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General description

Bismuth(III) chloride is an inorganic salt that can be prepared by the reaction of bismuth with chlorine.

Application

Bismuth(III) chloride may be used as a catalyst in the following processes:
  • Alcoholysis, acetolysis and hydrolysis of epoxides to form the corresponding β-alkoxy and β-acetoxy alcohols and diols.
  • Preparation of thiiranes from oxiranes using ammonium thiocyanate.
  • Three component coupling of carbonyl compound, amine and dialkyl phosphite to form α-amino phosphonates.
  • Allylation of secondary benzyl alcohols with allyltrimethylsilane.
  • [4 + 2] cycloaddition between dienes and α-carbonyl ethylenic dienophiles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Bismuth (III) chloride-catalyzed direct deoxygenative allylation of substituted benzylic alcohols with allyltrimethylsilane
De SK & Gibbs RA.
Tetrahedron Letters, 46(48), 8345-8350 (2005)
Daintith J
The facts on file dictionary of chemistry, 28-28 (2014)
Bismuth (III) chloride (BiCl3)-An efficient catalyst for mild, regio-and stereoselective cleavage of epoxides with alcohols, acetic Acid and water.
Mohammadpoor-Baltork I.
Synthetic Communications, 30(13), 2365-2374 (2000)
Bismuth (iii) Chloride Mediated Michaelis-Arbuzov Reaction: A Facile Synthesis of Substituted Arylphosphonates/Phosphinates and Bioactivity Evaluation.
Subramanyam C, et al.
Phosph. Sulfur Relat. Elem. (2015)
Bismuth (III) Chloride-Catalyzed Three-Component Coupling: Synthesis of a-Amino Phosphonates.
Zhan ZP and Li JP.
Synthetic Communications, 35(19), 2501-2508 (2005)

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