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What do organometallic reagents form when reacting w/ epoxides?

User Ape
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Final answer:

Organometallic reagents react with epoxides to form extended carbon chains and introduce new functional groups, typically resulting in the formation of alcohols after opening the highly strained three-membered ring.

Step-by-step explanation:

When organometallic reagents react with epoxides, they typically undergo a ring-opening reaction. Epoxides are three-membered cyclic ethers that are highly strained and therefore very reactive. Organometallic reagents, which contain a metal-carbon bond, are nucleophilic in nature due to the presence of a partial negative charge on the carbon atom. This allows them to attack the less hindered, more electrophilic carbon atom of the strained epoxide ring.

During the reaction, the nucleophilic carbon of the organometallic reagent attacks the electrophilic carbon in the epoxide, resulting in the opening of the three-membered ring and the formation of a new carbon-carbon bond. Subsequent protonation or another workup step typically gives the corresponding alcohol. This transformation is useful for extending carbon chains and introducing new functional groups in organic synthesis. Due to the high reactivity and specificity of this reaction, it is utilized for the synthesis of complex molecules in the pharmaceutical industry and in material science.

User Mehdy
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