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Diformylcresol

Chemical compound From Wikipedia, the free encyclopedia

Diformylcresol
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Diformylcresol is an organic compound with the formula CH3C6H2(CHO)2OH. The 2,6-diformyl derivative of p-cresol is the most common isomer and is a white solid at room temperature.

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Diformylcresol condenses with amines to give diimines that are widely studied as binucleating ligands.[2][3]

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Synthesis

Formyl groups (aldehydes) are fairly strong deactivating groups for electrophilic aromatic substitution reactions, hence double-addition to a phenol requires forcing conditions. Diformylcresol may be prepared from p-cresol by the Reimer-Tiemann reaction or the Duff reaction.[4]

The corresponding reaction of phenol would be expected to lead to formylation of the 4-position vs 2,6-selectivity.[5]

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References

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