Magtrieve TM is known to oxidize a variety of alcohols. In the original article

Question

MagtrieveTM is known to oxidize a variety of alcohols. In the original article (Tetrahedron Letters, Vol. 38, No. 22, p. 3857-3860) pertaining to this reagent, all of reactions were run in a solvent. Would any of the alcohols listed below be suitable as reactacts in a solid-state oxidation in a solvent-free reaction (i.e., only using MagtrieveTM)? Explain answers conceptually. If one or more of these alcohols is NOT suitable under these conditions, explain why.

4-fluorobenzyl alcohol

4-bromobenzyl alcohol

1-decanol

For background information, in my experiement we used liquid 4-chlorobenzyl alcohol with Magtrieve (solvent-free rxn) to get 4-chlorobenzaldehyde.

Explanation / Answer

Olefins are not oxidized under these conditions; thus alcohols react selectively in the presence of alkenes.

1-decanol is not suitable becase it has no alkenes in its structure.

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