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425664

Sigma-Aldrich

Dysprosium(III) trifluoromethanesulfonate

98%

Synonym(s):

Dysprosium(III) triflate, Tris(triflato)dysprosium

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About This Item

Linear Formula:
(CF3SO3)3Dy
CAS Number:
139177-62-1
Molecular Weight:
609.71
MDL number:
MFCD00209583
UNSPSC Code:
12352300
PubChem Substance ID:
24866655
NACRES:
NA.22

assay

98%

reaction suitability

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

SMILES string

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

InChI key

XSVCYDUEICANRJ-UHFFFAOYSA-K

Related Categories

General description

Dysprosium(III) trifluoromethanesulfonate (Dysprosium(III) triflate) is a lanthanide triflate.

Application

Catalyst for:
  • Aza-Piancatelli rearrangement
  • Friedel-Crafts alkylation
  • Ring-opening polymerization reactions
  • Microwave-assisted Kabachnik-Fields condensation
  • Cycloaddition reactions (Lewis-acid catalyst)
  • Fries rearrangement
  • Enantioselective glyoxalate-ene reactions
Dysprosium(III) trifluoromethanesulfonate, a water-tolerant Lewis acid, has been used in the following studies:
  • Aldol reaction of silyl enol ethers with aldehydes.
  • As an effective catalyst for electrophilic substitution reactions of indoles with imines.
  • As catalyst for the synthesis of 4-aminocyclopentenones and functionalized azaspirocycles, via intramolecular aza-Piancatelli rearrangement.
  • As new curing initiator to study the curing of diglycidyl ether of bisphenol-A (DGEBA).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Direct and highly diastereoselective synthesis of azaspirocycles by a dysprosium(III) triflate catalyzed aza-Piancatelli rearrangement.
Leoni I Palmer et al.
Angewandte Chemie (International ed. in English), 50(31), 7167-7170 (2011-06-21)
Xie, W. et al.
Synlett, 498-498 (1999)
Study of lanthanide triflates as new curing initiators for DGEBA.
Castell P, et al.
Polymer, 41(24), 8465-8474 (2000)
Versatile method for the synthesis of 4-aminocyclopentenones: dysprosium(III) triflate catalyzed aza-piancatelli rearrangement.
Gesine K Veits et al.
Angewandte Chemie (International ed. in English), 49(49), 9484-9487 (2010-11-06)
The Journal of Organic Chemistry, 59, 3590-3590 (1994)

Articles

Fries Rearrangement

The Fries rearrangement reaction is an organic name reaction which involves the conversion of phenolic esters into hydroxyaryl ketones on heating in the presence of a catalyst. Suitable catalysts for this reaction are Brønsted or Lewis acids such as HF, AlCl3, BF3, TiCl4, or SnCl4. The Fries rearrangement reaction is an ortho, para-selective reaction, and is used in the preparation of acyl phenols. This organic reaction has been named after German chemist Karl Theophil Fries.

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