Devise a simple synthetic route to an amide from a carboxylic acid. Give a mechanism for the final step and explain why the reagents are not added 1:1 in the final step

1st step: SOCl2 or PCl3 to form an acyl chloride, which is now significanlty more electrophilic based on leaving gorup abiliity, hence an amine can now attack the acyl chloride to form the amide, where as adding an amine and a carboxylic acid would have just completed proton transfer.

2nd step: RNH2. Mechanism to be drawn on board, attack the carbonyl, remove proton, kick out chloride.

Problems with final step is that the conversion will create HCl in situ, which will acidifiy the base and make it an inert nucleophile, so add excess of amine to remove the HCl

EB
Answered by Elliot B. Chemistry tutor

2762 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Why does the first ionisation energy of atoms generally increase across a period?


How do you work out an electron configuration?


Explain the effect of increasing concentraion of O2 on the equilibrium position of this gas phase reaction and what you might see given that Nitrogen Oxide and Nitrogen Dioxide appear colourless and brown respectively. NO + 0.5O2 ----> NO2


How do you form a Born-Haber cycle?


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

MyTutor is part of the IXL family of brands:

© 2026 by IXL Learning