Description

2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo(b,d)thiophen-5-ium Trifluoromethanesulfonate (CAS: 1961266-44-3) is a high-purity, organosulfur compound featuring a dibenzothiophen-5-ium core with fluorine and trifluoromethyl substitutions. This reagent, also known as Umemoto’s Reagent II, is widely recognized for its role as an electrophilic trifluoromethylating agent in synthetic organic chemistry. With the molecular formula C₁₄H₆F₈O₃S₂, it offers exceptional reactivity and selectivity for introducing trifluoromethyl groups into aromatic and heteroaromatic systems. Ideal for researchers in pharmaceuticals, agrochemicals, and materials science, this compound is supplied as a stable, crystalline solid with rigorous QC validation to ensure batch-to-batch consistency. Store under inert conditions to maintain optimal performance.

Properties

• CAS Number: 1961266-44-3
• Complexity: 463
• IUPAC Name: 2,8-difluoro-5-(trifluoromethyl)dibenzothiophen-5-ium;trifluoromethanesulfonate
• InChI: InChI=1S/C13H6F5S.CHF3O3S/c14-7-1-3-11-9(5-7)10-6-8(15)2-4-12(10)19(11)13(16,17)18;2-1(3,4)8(5,6)7/h1-6H;(H,5,6,7)/q+1;/p-1
• InChI Key: WLVWCXRDONBKDB-UHFFFAOYSA-M
• Exact Mass: 437.96306169
• Molecular Formula: C14H6F8O3S2
• Molecular Weight: 438.3
• SMILES: C1=CC2=C(C=C1F)C3=C([S+]2C(F)(F)F)C=CC(=C3)F.C(F)(F)(F)S(=O)(=O)[O-]
• Topological: 66.6
• Monoisotopic Mass: 437.96306169
• Synonyms: 1961266-44-3, 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate, 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo(b,d)thiophen-5-ium Trifluoromethanesulfonate, 834-690-7, Umemoto’s Reagent II, 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Triflate, MFCD30725753, 2,8-difluoro-5-(trifluoromethyl)dibenzothiophen-5-ium;trifluoromethanesulfonate, Umemoto Reagent II, C14H6F8O3S2, WLVWCXRDONBKDB-UHFFFAOYSA-M, AKOS037647617, AS-74273, SY234680, CS-0132290, D5335, D80470, 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-iumTrifluoromethanesulfonate, 4,12-difluoro-8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0(2),?]trideca-1(13),2,4,6,9,11-hexaen-8-ium trifluoromethanesulfonate

Application

This compound is primarily used as a potent electrophilic trifluoromethylating agent in organic synthesis, enabling the introduction of CF₃ groups into electron-rich substrates. It is particularly valuable in pharmaceutical research for modifying bioactive molecules to enhance metabolic stability and lipophilicity. Applications also extend to materials science for developing fluorinated polymers and liquid crystals with tailored properties.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.