EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter47: Benzocaine
Section: Chapter Questions
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1. Seoyeon wants to study the phytochemical components of areca nuts (Areca catechu L.). She retrieved
the ethyl acetate fraction from the ethanol extract. Based on literature, the following are the phytochemical
components of pomegranate peels:
OH
OH
OCH
OH
HO
OH
epicatechin
arecoline
coumaric acid
Using a schematic diagram, propose a method to separate the components in the ethyl acetate fraction by
liquid-liquid extraction. (No need to draw the structures in the diagram. Just write the name of the
compound).
2. Gyuri performed the synthesis of ester X. Liquid-liquid extraction is needed to extract compound X from
the aqueous reaction mixture. Given the solubility of ester X in the following solvents.
Solvent
water
ethanol
acetone
dichloromethane
diethyl ether
Solubility of Compound X (g/mL solvent) at 25°c
0.278
1.027
1.309
0.891
0.759
a. Which solvent must she use to extract compound X?
b. Calculate the KD.
c. She transferred all of the aqueous reaction mixture in a separatory funnel, and she added 100 mL of the
BEST solvent (from question 2a). If the total volume of the reaction mixture is 100 mL, calculate the g of
compound X that will be extracted. (Based on literature; 5.0 g of the product will be synthesized from the
amount of starting material she used.)
d. Nagyung repeated the same experiment but this time, she performed the liquid-liquid extraction twice
usina 50 ml of the BEST solvent (from question 2a). Calculate the g of compound X that will be extracted.
Transcribed Image Text:1. Seoyeon wants to study the phytochemical components of areca nuts (Areca catechu L.). She retrieved the ethyl acetate fraction from the ethanol extract. Based on literature, the following are the phytochemical components of pomegranate peels: OH OH OCH OH HO OH epicatechin arecoline coumaric acid Using a schematic diagram, propose a method to separate the components in the ethyl acetate fraction by liquid-liquid extraction. (No need to draw the structures in the diagram. Just write the name of the compound). 2. Gyuri performed the synthesis of ester X. Liquid-liquid extraction is needed to extract compound X from the aqueous reaction mixture. Given the solubility of ester X in the following solvents. Solvent water ethanol acetone dichloromethane diethyl ether Solubility of Compound X (g/mL solvent) at 25°c 0.278 1.027 1.309 0.891 0.759 a. Which solvent must she use to extract compound X? b. Calculate the KD. c. She transferred all of the aqueous reaction mixture in a separatory funnel, and she added 100 mL of the BEST solvent (from question 2a). If the total volume of the reaction mixture is 100 mL, calculate the g of compound X that will be extracted. (Based on literature; 5.0 g of the product will be synthesized from the amount of starting material she used.) d. Nagyung repeated the same experiment but this time, she performed the liquid-liquid extraction twice usina 50 ml of the BEST solvent (from question 2a). Calculate the g of compound X that will be extracted.
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