From the list below, select the reagent that will reduce an ester to an aldehyde, and select the reagent that will reduce an acid chloride to an aldehyde.

A) LiAlH4

B) NaBH4

C) DIBAL-H

D) LiAlH[OC(CH3)3]3

Respuesta :

The reagent that will reduce an ester to an aldehyde is DIBAL-H  as a reducing agent and the reagent that will reduce an acid chloride to an aldehyde is LiAlH[OC(CH3)3]3

A reducing agent is typically is generally species that have lowest possible oxidation states, and is known as the electron donor. A reducing agent is oxidized itself, because it loses electrons during  the redox reaction.

According to the above cases given we can say that esters can be converted to aldehydes using diisobutylaluminum hydride (DIBAH). The reaction is usually carried out at -78 oC in order to prevent the formation of aldehyde as product.

Similarly Acid chlorides can be converted to aldehydes using lithium tri-tert-butoxyaluminum hydride (LiAlH(Ot-Bu)3).

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