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Published TCIMAIL newest issue No.197

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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

Product Documents:

Size	Unit Price	Belgium	Japan*	Quantity
1G	€48.00	2	29
5G	€156.00	27	≥40

*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).

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General Information plus

Product Number	T1663
Purity / Analysis Method	>98.0%(T)
Molecular Formula / Molecular Weight	C₃F₉O₉S₃Sc = 492.15
Physical State (20 deg.C)	Solid
Storage Temperature	Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas	Store under inert gas
Condition to Avoid	Hygroscopic
Packaging and Container	1G-Glass Bottle with Plastic Insert (View image)
CAS RN	144026-79-9
Reaxys Registry Number	8510151
PubChem Substance ID	87577404
MDL Number	MFCD00192433

Specifications & Properties plus

Safety & Regulations plus

Applications & Literature plus

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

S. V. Pronin, C. A. Reiher, R. A. Shenvi, Nature 2013, 501, 195.

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

Articles/Brochures

Multicomponent Reaction (MCR)

Stable Lewis Acids in Aqueous Media

TCIMAIL

[Research Articles] Stereoinversion of tertiary alcohols to tertiary-alkyl isonitriles

Product Documents (Note: Some products will not have analytical charts available.)

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Appearance	White to Almost white powder to crystal
Purity(Chelometric Titration)	min. 98.0 %

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.

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

Scandium(III) Trifluoromethanesulfonate

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

Scandium(III) Trifluoromethanesulfonate

References

References

References

Articles/Brochures

Safety Data Sheet (SDS)

Specifications

C of A & Other Certificates

Sample C of A

Analytical Charts

Other Documents

Product Categories

Chemistry

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Chemistry

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