Question

Reagent Data Table. Fill in the missing values for each entry.

[4] note: if you were unable to determine the yield, you must give an example yield calculation

Table 1. Reagent and Yield Data for the synthesis of butyl acetate from cesium acetate.

Compound           Amount                   MW (g/mol)       mmoles     Stoichiometry/Comments

acetaminophen          350 mg                                                                        

ethyl iodide                 300 µL                                                        

                              (d =          g/mL)

NaOEt                        2.6 mL                                                                        

ethanol                        2 mL                                                                       

phenacetin product obtained:    0.0175 g

crude product                                                                                       yield¹ =

recrystallized                                                                                        yield¹ =

Answer 1

Ans: The % yields can be calculated as below  

          -------->>>

Acetaminophen                                               Phenacetin

151.163 g/mol M.W. 179.219 g/mol

A one mole of acetaminophen reacts with ethyl iodide and NaOEt and give one mole of the Phenacetin.

151.163 g of acetaminophen will give 179.219 g of Phenacetin

Therefore, 1 g acetaminophen will give = 179.219 / 151.163 = 1.1856 g of Phenacetin

So, 350 mg (= 0.350 g) will give = 1.1856 * 0.350 = 0.4150 g of Phenacetin

(Calculated yield based upon the amount of acetaminophen taken)

Practically crude phenacetin obtained = 0.0175 g

% Yield = [Obtained yield (g) / Theoretical (calculated) yield (g)] * 100

% Yield = (0.0175 g / 0.4150 g) * 100 = 4.22 %