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Scandium trifluoromethanesulfonate

Product Name
Scandium trifluoromethanesulfonate
CAS No.
144026-79-9
Chemical Name
Scandium trifluoromethanesulfonate
Synonyms
Sc(OTf)3;Scandium tris(trifluoromethanesulfonate);SCANDIUM TRIFLATE;SCANDIUM(III) TRIFLUOROMETHANESULFONATE;SCANDIUM(III) TRIFLATE;SC(O3SCF3)3;PS-SC(OTF)2;SCANDIUM TRIFLATE RESIN;SCANDIUM(III) TRIFLUOROMETHANESULPHONATE;TRIFLUOROMETHANESULFONIC ACID SCANDIUM(III) SALT
CBNumber
CB4256487
Molecular Formula
C3F9O9S3Sc
Formula Weight
492.16
MOL File
144026-79-9.mol
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Scandium trifluoromethanesulfonate Property

Melting point:
>300 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Water (Slightly)
form 
Powder
color 
White
Water Solubility 
Soluble in water, alcohol and acetonitrile.
Sensitive 
Hygroscopic
Hydrolytic Sensitivity
6: forms irreversible hydrate
BRN 
8510151
Stability:
hygroscopic
InChI
InChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
InChIKey
HZXJVDYQRYYYOR-UHFFFAOYSA-K
SMILES
C(F)(S([O-])(=O)=O)(F)F.C(F)(F)(F)S([O-])(=O)=O.C(F)(F)(F)S([O-])(=O)=O.[Sc+3]
CAS DataBase Reference
144026-79-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
3-10
Hazard Note 
Irritant
TSCA 
No
HS Code 
28469099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
418218
Product name
Scandium(III) triflate
Purity
99%
Packaging
1g
Price
$66.2
Updated
2024/03/01
Sigma-Aldrich
Product number
418218
Product name
Scandium(III) triflate
Purity
97%
Packaging
5g
Price
$166
Updated
2024/03/01
TCI Chemical
Product number
T1663
Product name
Scandium(III) Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
1g
Price
$55
Updated
2024/03/01
TCI Chemical
Product number
T1663
Product name
Scandium(III) Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
5g
Price
$187
Updated
2024/03/01
Alfa Aesar
Product number
040566
Product name
Scandium(III) trifluoromethanesulfonate, 98%
Packaging
1g
Price
$66.2
Updated
2024/03/01
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Scandium trifluoromethanesulfonate Chemical Properties,Usage,Production

Description

Scandium trifluoromethanesulfonate, commonly called Scandium(III) triflate, is a chemical compound with formula Sc(SO3CF3)3, a salt consisting of scandium cations Sc3+ and triflate SO3CF3? anions.
Scandium(III) triflate is an extremely active, efficient, recoverable and reusable acylation catalyst. Its an important catalyst for the Friedel-Crafts acylation, Diels-Alder reactions and other carbon-carbon bond-forming reactions. It also stereochemically catalyzes the radical polymerization of acrylates. Scandium(III) triflate complex of (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine has been employed as catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates.

Chemical Properties

White powder

Uses

Scandium(III) trifluoromethanesulfonate is widely used as a catalyst in hydrothiolation, selective two-electron reduction of oxygen by ferrocene derivatives and vinylogous Fridel-crafts alkylation of indoles and pyrrole in water. It is involved in the Mukaiyama aldol addition and stereochemically catalyzes the radical polymerization of acrylates. It acts as a Lewis acid catalyst and used in the synthesis of bullvalone via a stabilized sulfur ylide.

Uses

Scandium Triflate is an important catalyst used in Friedel-Crafts acylation, Baylis-Hillman reaction and other carbon-carbon bond forming reactions.

Preparation

Scandium triflate (Scandium trifluoromethanesulfonate) can be prepared from the corresponding oxide (Sc2O3) and aqueous trifluoromethanesulfonic acid (TfOH). After filtration and concentration of the clear aqueous solution in vacuo, the resulting hydrated salt is dried in vacuo (<1 mmHg) at 200?°C for 40 h to afford the anhydrous triflate stored over P2O5.

Application

Scandium(III) triflate was used as a catalyst in:
Hydrothiolation reaction of aromatic and aliphatic thiols.
Selective two-electron reduction of O2 by ferrocene derivatives.
Vinylogous Friedel-Crafts alkylation of indoles and pyrroles in water.
Synthesis of β-cyanoketones.
Combination with triethylsilane to reductively open functionalized pyranoside rings.
The key steps of synthesis of bullvalone via a stabilized sulfur ylide.

Reactions

  1. Water tolerant Lewis acid.
  2. Commonly used in a range of Lewis acid catalyzed reactions.
  3. Efficient metal source for Lewis acid catalyzed asymmetric reactions.
  4. Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
  5. Catalyzes various domino- and multi-component processes.
  6. Catalyzes electrophilic additions of alpha-diazoesters with ketones.
  7. Catalyzes carbon insertion reactions.


General Description

Scandium(III) triflate is an extremely active, efficient, recoverable and reusable acylation catalyst. Its an important catalyst for the Friedel-Crafts acylation, Diels-Alder reactions and other carbon-carbon bond-forming reactions. It also stereochemically catalyzes the radical polymerization of acrylates. Scandium(III) triflate complex of (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine has been employed as catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates.

Scandium trifluoromethanesulfonate Preparation Products And Raw materials

Raw materials

Preparation Products

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Scandium trifluoromethanesulfonate Suppliers

CM Fine Chemicals
Tel
--
Fax
--
Email
info@cm-finechemicals.com
Country
Switzerland
ProdList
1186
Advantage
58
SIGMA-RBI
Tel
--
Fax
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Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from Scandium trifluoromethanesulfonate manufacturers

LY Global chemicals co.,ltd .
Product
Scandium trifluoromethanesulfonate 144026-79-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
500 kg
Release date
2023-03-08
Shanghai Rlavie Technology Co ltd
Product
Scandium trifluoromethanesulfonate 144026-79-9
Price
US $0.00-0.00/KG
Min. Order
00001KG
Purity
98%minHPLC
Supply Ability
100kgs/month
Release date
2022-09-21
Career Henan Chemical Co
Product
Scandium trifluoromethanesulfonate 144026-79-9
Price
US $1000.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
10ton
Release date
2018-07-24

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