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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:
12161600
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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

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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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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