CAS 74974-61-1 Aluminum trifluoromethanesulfonate

Synonyms

Aluminum triflate

IUPAC Name

aluminum;trifluoromethanesulfonate;

Molecular Weight

474.2

Molecular Formula

C3AlF9O9S3

Canonical SMILES

C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].[Al+3]

InChI

InChI=1S/3CHF3O3S.Al/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;+3/p-3

InChI Key

FKOASGGZYSYPBI-UHFFFAOYSA-K

Melting Point

300 °C

Purity

99%

Appearance

Powder

Complexity

145

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Exact Mass

473.837612

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

473.837612

Rotatable Bond Count

Topological Polar Surface Area

197 Å²

Application

Aluminum trifluoromethanesulfonate serves as a versatile white powder Lewis acid catalyst, facilitating a wide range of chemical reactions. Its catalytic properties are particularly valuable in Friedel-Crafts reactions, where it aids in the alkylation and acylation of hydrocarbons, such as inducing the reaction of toluene with isopropyl and tert-butyl chlorides, and acylation of benzene and toluene. Additionally, it plays a crucial role in other transformation processes including ketalization, nucleophilic substitution, hydroalkoxylation, methoxycarbonylation, rearrangements, and epoxide ring-opening reactions. Aluminum trifluoromethanesulfonate is widely used in the synthesis of pharmaceutical intermediates, providing effective results such as the high-yield acylation of 2-methoxynaphthalene with acetic anhydride in the presence of lithium perchlorate, and is also utilized in polystyrene-supported systems for acylating arenes with carboxylic acids.

February 17, 2025

Transformative Catalyst for Research Advances

Aluminum trifluoromethanesulfonate is our go-to catalyst for Friedel-Crafts reactions. Its versatility in various applications, especially in acylation processes, significantly enhances reaction efficiency and yield, proving invaluable in our research projects.