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Vanillin

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Vanillin is what makes vanilla taste like vanilla. The trick to walking it back is that the CHO is not the starting point: the ring already has the methoxy and the phenol, and the aldehyde is bolted on last. The Reimer-Tiemann formylation of guaiacol uses chloroform under base to install the CHO ortho to the phenol oxygen, which on guaiacol is exactly the vanillin position.

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Cell id: vanillin

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