Theoretical Yield and Percentage Yield of Organic Molecules

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SUMMARY

The discussion focuses on calculating the theoretical yield and percentage yield of organic molecules, specifically octyl acetate and aspirin. The student successfully identified acetyl chloride as the limiting reagent in the synthesis of octyl acetate, calculating a theoretical yield of 1.44 grams. For the aspirin synthesis, the student determined a percentage yield of 93.3% based on the actual yield of 2.534 grams and the theoretical yield of 2.7169 grams. The calculations were confirmed as correct by peers in the forum.

PREREQUISITES
  • Understanding of stoichiometry in chemical reactions
  • Knowledge of molar mass calculations
  • Familiarity with limiting reagents in chemical synthesis
  • Ability to calculate percentage yield from actual and theoretical yields
NEXT STEPS
  • Study the concept of limiting reagents in more complex reactions
  • Learn about molar mass determination for various organic compounds
  • Explore the implications of yield calculations in organic synthesis
  • Investigate the role of acetic anhydride in esterification reactions
USEFUL FOR

Chemistry students, organic chemists, and anyone involved in laboratory synthesis and yield calculations will benefit from this discussion.

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Homework Statement



1. A student investigated several esters, and made octyl acetate, an ester with the fragrance of oranges. The student used the acid derivative, acetyl chloride (as you saw decanedioyl dichloride used to make 6,10 nylon) and 1-octanol. Using the following information, calculate the theoretical yield for the student. (Hint: you need to calculate the molar masses and to identify the limiting reagent).

Structural Equation
tcc6aZC.png


Quantities used:

acetyl chloride: 0.654 g

1-octanol: 1.401 g.

Calculate theoretical yield. Enter your answer with three significant figures in grams.

2.
A student began the aspirin synthesis with 2.083 g salicylic acid and excess acetic anhydride. The student's actual weighed yield was 2.534 g. Calculate the % yield. Give your answer as % with 3 significant figures (that is 1 decimal place in your %age). Do not include % symbol.

UuJb1st.png

Homework Equations



Percentage Yield = Actual yield/theoretical yield

The Attempt at a Solution


1. I figured out the equation: C8H18O + CH3COCl ----> C10H20O2 + HCL (1:1 Ratio)
Figuring out the moles for 1-octanol and acetyl chloride gives me acetyl chloride as the limiting reagent with 0.00833moles. Multiplying this with the molar mass of octyl acetate gives me 1.44g. Is this right?

2. Once again we have a 1:1 ratio. We are given that salicylic acid is the limiting reagent. 2.083/138.13 = 0.0150 moles theoretically of aspirin. 0.0150mol x molar mass aspirin (180.17g/mol) = 2.7169g.
2.534/2.7169 = 93.3%.
Thanks for the help, I think my answers are right but I normally get something simple wrong.
 
Last edited:
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Your images don't show for us.

Yes, acetyl chloride is a limiting reagent, yes 1.44 g of octyl acetate looks OK.
 
Sorry about that, think I fixed it now
 
Second image has nothing to do with the reaction from the question.
 
That's embarrassing! Sorry about that.
 
Other than that logic looks good.
 
THANKYOU SO MUCH! I am studying for an exam at the moment and this helped me so much!

Cheers fam :)
 

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