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When Acetaldehyde Is Reacted with 3 Equivalents of Formaldehyde Under δ\delta

Question 170

Essay

When acetaldehyde is reacted with 3 equivalents of formaldehyde under alkaline conditions,followed by treatment with sodium borohydride,the product formed shows the following spectra data:
IR: broad peak at 3326 cm−1
1H NMR: singlet at 3.45 δ\delta
singlet at 4.78 δ\delta (found to be exchangeable)
Predict a reasonable structure for this product.

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