CAS No.: | 4736-60-1 |
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Formula: | C20h20IP |
EINECS: | 225-245-2 |
Type: | Synthesis Material Intermediates |
Appearance: | Powder |
Quality: | Industrial |
Samples: |
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Item | Index |
Appearance | White to light yellow powder |
Assay | ≥95% |
Ethyltriphenylphosphonium iodide (ETPPI) is a chemical compound with the molecular formula C20H20IP. It belongs to the class of quaternary phosphonium salts, characterized by a phosphonium cation with an ethyl group and three phenyl groups attached to the phosphorus atom, and an iodide anion.
ETPPI is widely used as a transfer catalyst in organic synthesis, particularly in phase-transfer catalysis (PTC) reactions. In PTC reactions, ETPPI facilitates the transfer of reactants between immiscible phases, typically between an aqueous phase and an organic phase. This allows for the conversion of substrates that are otherwise incompatible in traditional homogeneous reactions, leading to increased reaction rates, higher yields, and improved selectivity.
Some common applications of ETPPI in organic synthesis include:
Nucleophilic Substitutions: ETPPI can facilitate nucleophilic substitution reactions by transferring nucleophiles between phases, enabling the synthesis of a wide range of organic compounds.
Alkylation and Acylation Reactions: ETPPI is employed in alkylations and acylations of nucleophiles, such as amines, phenols, and enolates, to introduce alkyl or acyl groups.
Ring Opening Reactions: ETPPI is used in ring-opening reactions of epoxides, aziridines, and other cyclic compounds, allowing for the formation of open-chain products.
Esterifications and Amidations: ETPPI can facilitate esterification and amidation reactions by transferring the corresponding nucleophiles between phases, leading to the formation of esters and amides, respectively.
ETPPI offers several advantages as a transfer catalyst, including its stability, ease of handling, and compatibility with a wide range of substrates and reaction conditions. Its use has become widespread in both academic and industrial laboratories for the synthesis of pharmaceuticals, fine chemicals, and other complex molecules.
Overall, Ethyltriphenylphosphonium iodide plays a crucial role in modern organic synthesis as a versatile and efficient transfer catalyst, enabling the development of new synthetic methodologies and the synthesis of complex organic molecules.
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