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How would you convert a ketone to an aldehyde?

Answer 1

One way you could do it is using trifluoroperoxyacetic acid (a Baeyer-Villiger oxidation), and then using diisobutylaluminium hydride (DIBAH) in Toluene in the presence of a dry ice bath. I'm unsure as to how these react in more complicated contexts, but let's take acetone and convert it to acetaldehyde:

Neither mechanism is particularly well-known, but in general, in step 1, an oxygen is inserted in between a carbonyl and an adjacent carbon, and then for step 2, the #-"O"-"R"# group is reduced to #"H"#.

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Answer 2

Isaac Aronson

You can convert a ketone to an aldehyde using a reducing agent such as lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4), followed by acidic workup to protonate the oxygen and form the aldehyde. Alternatively, you can use Clemmensen reduction or Wolff-Kishner reduction.

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Answer from HIX Tutor

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.