Consider two analgesics derived from salicylic acid: acetylsalicylic acid (aspir
ID: 922164 • Letter: C
Question
Consider two analgesics derived from salicylic acid: acetylsalicylic acid (aspirin) and methyl salicylate (oil of wintergreen, found in muscle relaxants like “BenGay”).Would these two compounds react differently with saturated NaHCO3? Explain. Would these two compounds react differently with NaOH? Explain. Each of these compounds would exhibit a singlet corresponding to 3H in different regions in the 1H NMR spectrum. How might you use these particular signals to distinguish between these two compounds? Explain your rationale, using predicted values for the expected chemical shifts for these singlets.
Explanation / Answer
1) Methyl salicylate is an ester , it cannot displace NaHCO3 , so no reaction
on the other hand , salicylic acid will react with NaHCO3 and liberate CO2 effervescnes.
2) With NaOH, both will react differently, Methyl salicylate will react to give hydrolysis reaction
and the salicylic acid will give acid base reaction , thats neutralisation ..
Please post the remaining questions separately....they are spectroscopy questions