A research chemist was attempting synthesize m-mercaptoanisole. After the produc

Question

A research chemist was attempting synthesize m-mercaptoanisole. After the product was purified, an IR and NMR were acquired as shown below. Elemental analysis of the product gave a formula of C7H8OS. Was this chemist successful in their synthesis? Explain. If a different product was formed, give its structure.

A research chemist was attempting synthesize m-mereaptoanisole. After the product was purified, an IR and NMR were acquired as shown below- Elemental analysis of the product gave a formula of C_7H_8 OS. Was this chemist successful in their synthesis? Explain. If a different product was formed, give its structure.

Explanation / Answer

The chemist is not successful in getting the required product m-mercaptoanisole.It is evident from The 1H NMR that the product he got is p-mercaptoanisole with the below structure.Since, we see only two peaks in the aromatic region corresponding to 2-ortho protons(2H) and 2-meta protons(2H) in the product is p-mercaptoanisole and not m-mercaptoanisole.In case of m-mercaptoanisole we should have 3-signals corresponding to one metaproton at downfield, two orthoprotons net to the metaproton in upfield and one para proton at further upfield.

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