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Cyclohexylphosphine

Updated: 2026-07-15

Overview

Cyclohexylphosphine is an organophosphorus compound featuring a cyclohexyl group bonded to a phosphine moiety. It is primarily used in industrial and research settings as a reagent in organic synthesis and as a ligand in catalytic processes. Due to its air-sensitive nature, it is typically handled under inert conditions. The compound is valued for its ability to act as a reducing agent or a coordinating ligand in transition metal catalysis. Its reactivity makes it a useful intermediate in the production of more complex phosphorus-containing compounds.

Physical and Chemical Properties

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Cyclohexylphosphine is a colorless to pale yellow liquid with a characteristic phosphine odor. It is highly flammable and reacts violently with oxidizing agents. The compound is soluble in common organic solvents but is insoluble in water. Its molecular structure includes a cyclohexyl ring, which contributes to its steric bulk, making it useful in applications requiring hindered phosphine ligands. The phosphorus center is nucleophilic and can form stable complexes with metals.

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Main Applications

In industrial chemistry, cyclohexylphosphine is employed as a ligand in homogeneous catalysis, particularly in reactions involving transition metals like palladium and platinum. It is also used in the synthesis of phosphine oxides and other organophosphorus compounds. Research laboratories utilize this compound for developing new catalytic systems and studying reaction mechanisms. Its role in asymmetric synthesis is particularly noteworthy, as it can influence the stereochemistry of reactions.

Safety and Storage

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Cyclohexylphosphine poses significant health hazards, including toxicity upon inhalation or skin contact. Proper personal protective equipment (PPE), such as gloves and goggles, is essential when handling this compound. Storage must be in tightly sealed containers under an inert gas like nitrogen or argon to prevent oxidation. It should be kept away from heat sources and open flames due to its flammability.

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B2B Procurement Guide

When procuring cyclohexylphosphine, B2B buyers should verify the supplier's ability to provide the compound with high purity and proper packaging. Bulk purchases may require special arrangements for transportation and storage. Key considerations include the supplier's compliance with safety regulations, provision of material safety data sheets (MSDS), and ability to meet custom requirements such as specific purity grades or packaging sizes.

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