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CAS RN: 144026-79-9 | Product Number: T1663

Scandium(III) Trifluoromethanesulfonate


Purity: >98.0%(T)
Synonyms:
  • Scandium(III) Triflate
  • Trifluoromethanesulfonic Acid Scandium(III) Salt
Documents:
1G
€55.00
6   ≥20 
5G
€178.00
8   ≥20 

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Product Number T1663
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__3F__9O__9S__3Sc = 492.15  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Hygroscopic
CAS RN 144026-79-9
Reaxys Registry Number 8510151
PubChem Substance ID 87577404
MDL Number

MFCD00192433

Specifications
Appearance White to Almost white powder to crystal
Purity(Chelometric Titration) min. 98.0 %
Properties (reference)
Solubility in water Soluble
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws: / Compliance with laws, Regulations
Transport Information:
HS Number 2846903000
Application
Acetylation of Alcohols using Acetylating Reagents and Acid Catalysts

References

1)A Novel Method for the Preparation of Macrolides from ω-Hydroxycarboxylic Acids

I. Shiina, T. Mukaiyama, Chem. Lett. 1994, 23, 677.

2)An Efficient Esterification Reaction between Equimolar Amounts of Free Carboxylic Acids and Alcohols by the Combined Use of Octamethylcyclotetrasiloxane and a Catalytic Amount of Titanium(IV) Chloride Tris(trifluoromethanesulfonate)

J. Izumi, I. Shiina, T. Mukaiyama, Chem. Lett. 1995, 24, 141.

3)Scandium Trifluoromethanesulfonate as an Extremely Active Lewis Acid Catalyst in Acylation of Alcohols with Acid Anhydrides and Mixed Anhydrides

K. Ishihara, M. Kubota, H. Kurihara, H. Yamamoto, J. Org. Chem. 1996, 61, 4560.

4)Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols

P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Stereoinversion of tertiary alcohols to tertiary-alkyl isonitriles

T1663

Typical Procedure (entry 1): A solution of (-)-α-bisabolol (22.2 mg, 0.1 mmol) in anhydrous dichloromethane (0.15 mL) is cooled to 0 °C and treated with anhydrous pyridine (31.6 mg, 0.4 mmol), followed by trifluoroacetic anhydride (42 mg, 0.2 mmol). The reaction mixture is stirred at 0 °C for 20 min and quenched with 1 N aqueous HCl. The resulting biphasic mixture is stirred vigorously at room temperature for 5 min and extracted twice with hexanes. The combined organic layers are washed with water followed by saturated aqueous NaHCO3, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude trifluoroacetate (32.0 mg, 0.1 mmol) is dissolved in TMSCN (0.1 mL), cooled to 0 °C, and treated drop-wise with a solution of anhydrous Sc(OTf)3 (1.5 mg, 0.003 mmol) in TMSCN (0.1 mL). The reaction mixture is left at 3 °C for 18 h and quenched with tetramethylethylenediamine (7.5 µl, 0.05 mmol). The resulting solution is concentrated under reduced pressure, and the residue is purified by flash column chromatography on silica gel (eluent: 35% dichloromethane in hexanes) to give 7-isocyano-7,8-dihydro-α-bisabolene (18.0 mg, 78% yield, dr 83:17) as a light yellow oil.

References


Application
Reusable Lewis Acid
References

A novel reusable Lewis acid catalyst in aldol and Michael reactions

S. Kobayashi, I. Hachiya, H. Ishitani, M. Araki, Synlett 1993, 472.

A novel reusable catalyst in Diels-Alder reaction

S. Kobayashi, I. Hachiya, M. Araki, H. Ishitani, Tetrahedron Lett. 1993, 34, 3755.

A chiral scandium catalyst for enantioselective Diels-Alder reactions

S. Kobayashi, M. Araki, I. Hachiya, J. Org. Chem. 1994, 59, 3758.

Aqueous reactions with Lewis acid and organometalic reagent

I. Hachiya, S. Kobayashi, J. Org. Chem. 1993, 58, 6958.


PubMed Literature


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