Question

in recrystallization of acetanilide experiment, i got a recovery yield of 10% and percentage yield of 4%. My NMR of the revovered product looks clean except for an extra peak that looks like acetic acid from the reaction. However an OH peak of the acetic acid is missing... please explain what the peaks could be and why my yields are ao low but other test seem to prove the compound was pure

A (s) 8.51 #H - 1 3 (m) 7.28 d(s) 211 #H-3 #H-5 1 4 7 f1 (ppm) (s, 1H), 7.66-6.90 (m, 5H), 2.11 (s, 3H) ΤM caiιαποnοιαndaιpe 46'E 2 LO -04'9 00'I

Answer 1

​​​​​The recrystallization yield is generally low. It depends on the solubility of the compound in the solvent used. If solubility is high , yield will be low. Moreover, the overall yield depends on the amount of by products formed. If they are more in amount, yield of acetanilide will decrease.

DATE PAGE Acetanilide sglet & 2-11ppm #H 3 this is the methyl Hdttach ed to Carsbanyl B mulbplet 83-28ppm,#H-5 Atomatic paotons gre n xange 6.5-8 ppm, The 5 H malicates they belong to aLomatie gung anly A 5tnglet ataahed toN 3- Ahe peah is acette aaid shou peak not Nouls an nat