Salicylic acid, the active metabolite produced by the drug Aspirin, has been solated from the European white willow tree for thousands of years. Using the tructure of salicylic acid brief explanation to 1) isolate salicylic acid ana other soluble organic components om the insoluble willow bark and 2) isolate salicylic acid from he other soluble organic components by extractive work-up. For the purposes of this exercise, you may assume that the ther organic components, aside from salicylic acid, are neutral nd inert (generally unreactive in the presence of acids/bases). devise HO, HO. salicylic acid

Salicylic acid, the active metabolite produced by the drug Aspirin, has been solated from the European white willow tree for thousands of years. Using the tructure of salicylic acid brief explanation to 1) isolate salicylic acid ana other soluble organic components om the insoluble willow bark and 2) isolate salicylic acid from he other soluble organic components by extractive work-up. For the purposes of this exercise, you may assume that the ther organic components, aside from salicylic acid, are neutral nd inert (generally unreactive in the presence of acids/bases). devise HO, HO. salicylic acid

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter7: Extraction

Section: Chapter Questions

Problem 1Q

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The nature of the primary solvent exclusively influences the miscibility of certain compounds. Toallow the incorporation of lipophilic substances, one must consider using solvents such as propanoland ethyl acetate. A - If the first statement is TRUE and the second statement is FALSEB - If the first statement is FALSE and the second statement is TRUEC - If both statements are TRUED - If both statements are FALSE
Consider the reaction between salicylic acid and acetic anhydride:(CH3CO)2O(l) + HOC6H4COOH(s) → CH3CO2C6H4CO2H(s) + CH3COOH(aq)acetic anhydride salicylic acid acetylsalicylic acid acetic acidWhen 0.8012g of salicylic acid reacts with 5mL of acetic anhydride, 0.754g of aspirin (acetylsalicylicacid) are collected. Assuming the salicylic acid is the limiting reactant calculate the theoretical yield ofaspirin (acetylsalicylic acid) and percent yield.
Given the balanced reaction between salicylic acid (C7H6O3) and acetic anhydride (C4H6O3) to produce ASA or acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2), the following experimental materials are provided: 5.00 g of pure salicylic acid, 7.14 g of acetic anhydride and 8 drops concentrated sulfuric acid as catalyst. After successful synthesis, the group was able to collect 5.25 grams of acetylsalicylic acid. (Atomic weights: C= 12 amu; H = 1 amu; O= 16 amu; density acetic anhydride = 1.08 g/mL). What is the THEORETICAL yield of ASA in the experiment?
Given the balanced reaction between salicylic acid (C7H6O3) and acetic anhydride (C4H6O3) to produce ASA or acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2), the following experimental materials are provided: 5.00 g of pure salicylic acid, 7.14 g of acetic anhydride and 8 drops concentrated sulfuric acid as catalyst. After successful synthesis, the group was able to collect 5.25 grams of acetylsalicylic acid. (Atomic weights: C= 12 amu; H = 1 amu; O= 16 amu; density acetic anhydride = 1.08 g/mL). What is the PERCENTAGE in the experiment?
Given the balanced reaction between salicylic acid (C7H6O3) and acetic anhydride (C4H6O3) to produce ASA or acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2), the following experimental materials are provided: 5.00 g of pure salicylic acid, 7.14 g of acetic anhydride and 8 drops concentrated sulfuric acid as catalyst. After successful synthesis, the group was able to collect 5.25 grams of acetylsalicylic acid. (Atomic weight: C = 12 amu; H = 1 amu; O = 16 amu; density acetic anhydride = 1.08 g/mL). a. How much of the EXCESS reagent is left unused after the reaction? b. What is the PERCENTAGE in the experiment? c. What is the THEORETICAL yield of ASA in the experiment?
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a) Succinimide is an organic compound used in manysyntheses as a building block and is related to a class of drugs known asanticonvulsants. Given the following solubility of succinimide in water andmethanol, which would be a better solvent for recrystallizing succinimide?Solubility data: 1 gram of succinimide is soluble in 5 mL of cold water, 3 mL ofwater at room temperature and 0.7 mL of boiling water. 1 gram of succinimide issoluble in 30 mL of cold methanol, 24 mL of room temperature methanol and 5mL of hot methanol. Show calculations.b) A researcher wanted to purify 0.4 grams of crude succinimide viarecrystallization using only 2 mL of solvent. Decide the best solvent to use (water or methanol) to show the maximum % recovery of the researcher. The best solvent chosen here, may differ from the one chosen in part a. PLEASE show calculations for both parts as proof.