Consider the pictured acid-catalyzed esterification. a) What is the limiting reagent in the reaction? and explain how you chose the limiting reagent, including any performed calculations. b) What is the theoretical yield (in g) of octyl acetate? c) Assume that your isolated yield of octyl acetate was 5.00 mL, calculate the percent yield of the reaction.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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3. Consider the pictured acid-catalyzed esterification.

a) What is the limiting reagent in the reaction? and explain how you chose the limiting reagent, including any performed calculations.

b) What is the theoretical yield (in g) of octyl acetate?

c) Assume that your isolated yield of octyl acetate was 5.00 mL, calculate the percent yield of the reaction.

 

 

3. Consider the pictured acid-catalyzed esterification.
H2SO4.
+ H2O
`O(CH2)¬CH3
HO(CH2)¬CH3
H3C
`OH
H3C
acetic acid
octyl alcohol
octyl acetate
Suppose you react 15.00 mL of acetic acid with 20.00 mL of octyl alcohol and 2.00 mL of sulfuric acid (conc.).
NOTE: Acetic acid is 17.4 N, and for acetic acid 1 N = 1 M; MWw octyl alcohol = 130.23 g/mol; density = 0.8270 g/ml; MW octyl acetate = 172.27 g/mol;
density = 0.8700 g/mL
Transcribed Image Text:3. Consider the pictured acid-catalyzed esterification. H2SO4. + H2O `O(CH2)¬CH3 HO(CH2)¬CH3 H3C `OH H3C acetic acid octyl alcohol octyl acetate Suppose you react 15.00 mL of acetic acid with 20.00 mL of octyl alcohol and 2.00 mL of sulfuric acid (conc.). NOTE: Acetic acid is 17.4 N, and for acetic acid 1 N = 1 M; MWw octyl alcohol = 130.23 g/mol; density = 0.8270 g/ml; MW octyl acetate = 172.27 g/mol; density = 0.8700 g/mL
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