Question

please help me finish all the questions on the first picture, be sure to use the IR scans I uploaded below and please label all the functional group showed on the two IR scans. Thanks.

Exp. 11 Synthesis and Analysis of Aspirin 2. What functional group is created during the synthesis process that is found in aspirin, but not in salicylic acid? Draw aspirin structure and circle the group(s). 3. Consider both the IR scans of salicylic acid and aspirin. Has salicylic acid been converted to aspirin? Explain base on the IR data. Questions 1. Charlie the Chemist synthesizes aspirin. He tests the recrystallized product. The melting point is 159°C. What can he conclude about the product? What could have possibly happened? An unknown analgesic is spotted on the following TLC plate (the far most right X). Draw a conclusion about the composition of the analgesic. 2. Lane 1-aspirin standard 0 Lane 2-caffeine standard Lane 3-acetaminophen standard X X XX aspirn SHIMADZU 6/7/2019 3:21:15 PM 100 SALACID13 %T 95- 90 85 80 75 ester carboyl 65 group C 0 60 55 TTTTTITTTTTTT 50 T TTITTI TTITTTTTTTTITTTTITT TI ITITTTIT 1750 1000 500 cm-1 1250 750 1500 3000 2250 2000 2500 2750 3500 3250 3750 4000 70 2850.84 2000 1750.43 680.03 Salicylic acid SHIMADZU 6/7/2019 3:20:21 PM 110 SALACID14 %1 100 80 70 60 TITI TTTTTTTTTT TTTTTTT- 1000 TTTTTT 2750 TT 50 500 cm-1 750 1250 1750 1500 2250 2000 2500 3000 3250 3500 3750 4000 90 NO

Answer 1

2. Salicylic acid is the starting material and aspirin is the product of the reaction. It is a kind of acetylation reaction of salicylic acid. Salicylic acid has OH group and in reaction acetylation occur on this to form Aspirin. Aspirin lacks OH group and it has acetyl group.

Acetyl group (CH3-C=O) is created during the synthesis of aspirin.

• The Sp3C-H in this new group will give peak around 2850-3000 cm-1 (due to stretch) in aspirin and will lack in salicylic acid.
• The new C=O peak will appear around 1750 cm-1 due to carbonyl of ester (in addition to C=O of COOH group). It will lack in salicylic acid

created group Нс но но OH aspirin salicylic acid

The aspirin IR with new groups is marked below

6/3019 32115 P SALACIO1) ST 75 ester 70 cartoy! grop 50 2000 2750 2500 250 50 1750 1500 120 1000 750 3000 3500 3250 4000 3750 om-