Question

1. Predict whether the frequency of the IR absorption peak for the C=N stretch of the imine product is greater or less than the frequency for C=O stretch.

2. The amine was not isolated in this reaction sequence. Predict how the IR spectrum of the amine would differ from the IR of the amide.

CH3 NaBH4 но но ÓCH3 оснз vanilin mp 81-83 °C it is Soli (E-2-methoxy-4-(p-tolylimino)methyl)phenol mp 116-117 °C C1sH15NO2 p-toluidine molar mass: 152.15 molar mass: 107.15 mp 41-46 °C C7HgN CsH8O3 CH3 CH o O но но OCH3 OCH3 Explain why the amide product precipitates out of solution as water is added to the ethanolic solution. 3. 4. The structure of capsaicin, the pungent ingredient in red pepper, is shown below. Suggest a multi-step scheme analogous to the sequence used in this experiment to prepare capsaicin. он capsaicin

Answer 1

cl CP Mio