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Triethyl phosphite

Triethyl phosphite (TEP) is an organophosphorus compound, specifically a phosphite ester, with the formula P(OCH2CH3)3, often abbreviated P(OEt)3. It is a colorless, malodorous liquid. It is used as a ligand in organometallic chemistry and as a reagent in organic synthesis.

Reactions
Triethyl phosphite can react with electrophiles in a Michaelis–Arbuzov reaction to produce organophosphonates. For example, the reaction between triethyl phosphite and ethyl bromoacetate produces a phosphonate suitable for use in the Horner–Wadsworth–Emmons reaction. between ethyl bromoacetate and triethyl phosphite resulting in an organophosphonate. Reduction/deoxygenation of hydroperoxides to the alcohols can also be effected using triethyl phosphite. A proposed mechanism is shown below. Triethyl phosphite can also be used in the Corey–Winter olefin synthesis. It also forms a stable complex with copper(I) iodide. ==References==
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