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718416

Sigma-Aldrich

Silica supported boron trifluoride

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About This Item

UNSPSC Code:
12352106
NACRES:
NA.22

form

powder

Application

  • Reusable and eco-friendly catalyst for synthesis of quinoxalines

Catalyst for:
  • Baeyer-Villiger oxidation of ketones
  • Diphenylmethane transformations
Silica supported boron trifluoride can be used as a catalyst in the preparation of:
  • The O- and C-alkylated phenols.[1]
  • Arylazo-1-naphthol derivatives.[2]
  • 1,2,4,5-Tetrasubstituted imidazoles through a one-pot reaction of amine, benzil and aromatic aldehydes.[3]
  • 14-Aryl or alkyl-14H-dibenzo[a,j]xanthenes by the reaction of 2-naphthol with aldehydes.[4]
  • Tetrahydropyridines through a one-pot reaction of aldehydes, amines with β-ketoester.[5]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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BF3. SiO2: an efficient alternative for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes
Mirjalili B, et al.
Tetrahedron Letters, 49(45), 6454-6456 (2008)
Nano-Fe3 O4 encapsulated-silica supported boron trifluoride as a novel heterogeneous solid acid for solvent-free synthesis of arylazo-1-naphthol derivatives
Bamoniri A and Moshtael-Arani N
Royal Society of Chemistry Advances, 5(22), 16911-16920 (2015)
BF3. SiO2: an efficient reagent system for the one-pot synthesis of 1, 2, 4, 5-tetrasubstituted imidazoles
Sadeghi B, et al.
Tetrahedron Letters, 49(16), 2575-2577 (2008)
One-pot synthesis of highly diversified tetrahydropyridines by tandem condensation of aldehydes, amines, and beta-ketoesters
Ramachandran R, et al.
Tetrahedron, 68(1), 363-369 (2012)
Comparative study of phenol alkylation mechanisms using homogeneous and silica-supported boron trifluoride catalysts.
Wilson K, et al.
J. Mol. Catal. A: Chem., 159(2), 309-314 (2000)

Articles

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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