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Tris(pentafluorophenyl)borane

Updated: 2026-07-24

Overview

Tris(pentafluorophenyl)borane (B(C6F5)3) is a fluorinated organoboron compound first synthesized in the 1960s. It belongs to the class of strong Lewis acids, with the boron center exhibiting exceptional electrophilicity due to the electron-withdrawing pentafluorophenyl groups. This compound has gained prominence in industrial chemistry as a catalyst and co-catalyst, particularly in polymerization processes. Its unique electronic properties make it invaluable for activating metallocene catalysts in polyolefin production. The compound's reactivity is carefully controlled through handling under inert atmospheres.

Physical and Chemical Properties

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The compound forms white to off-white crystals that are extremely sensitive to air and moisture. When exposed to atmospheric moisture, it hydrolyzes rapidly, releasing fluorinated benzene derivatives and boric acid. Its Lewis acidity is significantly higher than that of boron trifluoride (BF3), with a Gutmann-Beckett acceptor number of 89. This extreme electrophilicity enables it to abstract anions from various substrates. The compound shows good thermal stability up to 150°C under inert conditions but decomposes at higher temperatures.

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Main Applications

The primary industrial use of B(C6F5)3 is as a cocatalyst in metallocene-based olefin polymerization systems, particularly for polyethylene and polypropylene production. It activates metallocene catalysts by abstracting alkyl groups to form active cationic species. In organic synthesis, it serves as a powerful Lewis acid catalyst for Diels-Alder reactions, hydrosilylation, and hydroamination. Recent applications include its use in frustrated Lewis pair chemistry for small molecule activation, including hydrogen and carbon dioxide.

Safety and Storage

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This compound requires strict handling precautions due to its moisture sensitivity and corrosiveness. All operations should be conducted under inert atmosphere using Schlenk techniques or glove boxes. Storage vessels must be thoroughly dried and purged with inert gas before use. The compound reacts exothermically with water, producing HF gas. Appropriate PPE including acid-resistant gloves, face shield, and HF-resistant materials should be used. Spills should be treated with dry inert absorbents followed by careful neutralization.

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B2B Procurement Guide

Industrial buyers should specify purity requirements (typically 95-98%) and moisture content (preferably <0.1% by Karl Fischer titration). The compound is usually supplied in sealed glass ampoules or specially designed reagent bottles under argon. Lead times may vary as this is a specialty chemical often produced to order. Bulk quantities (100g+) may command lower unit prices. Consider the supplier's ability to provide certificates of analysis and material safety data sheets. Some manufacturers offer customized solutions with different purity grades for specific applications.

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