2-Trifluoromethyl thiophenol

2-Trifluoromethyl thiophenol

CAS No.: 13333-97-6
Molecular Formula: C₇H₅F₃S
Molecular Weight: 178.17 g mol⁻¹
Appearance: colourless to pale-yellow clear liquid; fp 77 °C, bp 177–178 °C/760 mmHg, ρ 1.314 g cm⁻³, nD 1.545
Purity: ≥99.0 % (GC)
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Product Description

Strongly electron-withdrawing ortho-CF₃ thiol (pKₐ ≈ 5.8) exhibiting unique reactivity and metabolic stability. It is a key building block for:
Anti-cancer Ras-inhibitors – base-catalysed alkylation with farnesyl bromide gives farnesyl thiosalicylic acid (FTS) and analogues ;
Agro-chemicals – Cu-coupling affords 2-CF₃-aryl sulfide intermediates for rice-blast fungicides and herbicides;
OLED & optical materials – precursor to iridium(III) complexes emitting yellow-green light (λem 545 nm) with high quantum yield ;
SERS-active SAMs on gold, where the CF₃ tail increases surface hydrophobicity and enhances mercury-ion detection sensitivity;
Benzothiazole UV-absorbers – cyclisation with aldehydes gives 2-substituted-6-CF₃-benzothiazoles with λmax 355 nm.
Store under nitrogen at 2–8 °C, away from light and oxidants.

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