A student carried out the reaction of acetyl chloride and benzyl alcohol resulti

Question

A student carried out the reaction of acetyl chloride and benzyl alcohol resulting in the formation of to products. After separtion by column chromatography, Product A and B were anylzed sing inrared spectroscopy and H-NMR. Product B was formed due to H2O in the reaction. Using the following informaiton answer the following questions. Why are all H-NMR signals in figure 1 singlets? the H-nmr signals at 7.5 ppm for product A most likely indicates presence of? the Ir stretching peak at 1714 cm^-1 for product B correspond to what functional group?

Explanation / Answer

a) because of 3 different types of protons not coupled each other showing singles i.e
PhCH2OH and CH3COOH

b) it indtcates pressence aromatic protons

c)peak at 1714 indicates pressence of -COOH group

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