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425702

Sigma-Aldrich

Praseodymium(III) trifluoromethanesulfonate

98%

Synonym(s):

Praseodymium(III) triflate

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About This Item

Linear Formula:
(CF3SO3)3Pr
CAS Number:
52093-27-3
Molecular Weight:
588.12
MDL number:
MFCD00192417
UNSPSC Code:
12352300
PubChem Substance ID:
24866660
NACRES:
NA.22

Assay

98%

reaction suitability

core: praseodymium
reagent type: catalyst
reaction type: Ring-Opening Polymerization

SMILES string

[Pr+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F

InChI

1S/3CHF3O3S.Pr/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3

InChI key

ROUBZIWQWFQCHU-UHFFFAOYSA-K

General description

Praseodymium (III) trifluoromethanesulfonate (Praseodymium(III) triflate) is a water-tolerant Lewis acid. It is an efficient catalyst employed for the synthesis of α-aminonitrile, via condensation of aldehydes, amines and trimethylsilyl cyanide.

Application

Catalyst for:
  • Asymmetric α-amination reactions
  • Polymerization reactions
  • Regioselective reductive ring opening reactions
  • Intermolecular hydroamination reactions
  • Paal-Knorr condensation
  • Friedel-Crafts alkenylation
  • Friedel-Crafts acylation
  • Biginelli reactions
Praseodymium(III) trifluoromethanesulfonate (Praseodymium(III) triflate) was employed as catalyst for the aqueous aza-Diels-Alder reactions of aldehydes and dienes. It was also used as catalyst for the Aldol reaction of silyl enol ethers with aldehydes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yu L, Chen D, Wang PG
Tetrahedron Letters, 37, 2169-2169 (1996)
Praseodymium Trifluoromethylsulfonate as an Efficient and Recyclable Catalyst for the Synthesis of a-Aminonitriles.
De SK and Gibbs RA.
Synthetic Communications, 35(7), 961-966 (2005)
The Journal of Organic Chemistry, 59, 3590-3590 (1994)

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