Please identify the specific signals in the IR spectrum that confirm the saponification of methyl salicylate to salicylic acid. please these absorptions and stretches should be labeled directly on the IR and discussed In the first part of the reaction, methyl salicylate (an ester) is treated with an aqueous base,sodium hydroxide. The product of this reaction is the disodium salt of salicylic acid. To isolatethe acid, the reaction mixture is acidified with sulfuric acid. The overall organic products of thisreaction are salicylic acid and methanol.OHeNaOHOHNaNaOH* * = * = *methyl salicylateWater insoluble saltWater soluble saltsalicylic acid18188484BEET1410911936285529562898 793074 643190 47524914031441NaOH767 19801 52794315121230127055B1135115912171254810 62531 3814871588-0-CH₂OT16152519167913061329 138549641033849 22855 655539726667702663 67341538OHHAVENUMBERI-DOO3000200015001000OC₂H₂O3+ H₂O + CH3METHYL SALICYLATEHIT-NO-1156 SCORE= (SDBS-NO-727IR-NIDA-00971: LIQUID FI 1 of 1LODTRANSMITTANCETID| HIT-NO=1330 |SCORE= (SALICYLIC ACIDC₂H₂034000324030132864272426056557623506461-4300062 1680 64 1326172CO53 1527 811862 4 1405 771613 29 1386 702955 1484 12 125166 144770 1467 41 123916 1212 261190 581157 2863 1161721297 21 1091 777 10326849 966 79893 58858 70863 64NA| SDBS-NO=1149IR - Salicylic Acid2000FFBHAVENUMBERI-1178657760 13699 29661 38569 77| IR-NIDA-08453 KBR DISC533 50467 701500трOH1000OH500

A question based on IR spectroscopy of organic compounds. The formation of salicylic acid from…

Please identify the specific signals in the IR spectrum that confirm the saponification of methyl salicylate to salicylic acid. please these absorptions and stretches should be labeled directly on the IR and discussed

Please identify the specific signals in the IR spectrum that confirm the saponification of methyl salicylate to salicylic acid. please these absorptions and stretches should be labeled directly on the IR and discussed

Chemistry

9th Edition

ISBN:9781133611097

Author:Steven S. Zumdahl

Publisher:Steven S. Zumdahl

Chapter22: Organic And Biological Molecules

Section: Chapter Questions

Problem 9Q

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Concept explainers

Analyzing and Predicting Spectroscopic Data

The interaction of electromagnetic radiation with the structure of molecules in the sample and their study is referred spectroscopy. Several spectroscopic methods are used to acquire sample information, and these methods are proved to be accurate, fast, and non-destructive. The information obtained about the content and composition of molecules from these spectroscopic methods is called spectroscopic data.

Question

In the first part of the reaction, methyl salicylate (an ester) is treated with an aqueous base,
sodium hydroxide. The product of this reaction is the disodium salt of salicylic acid. To isolate
the acid, the reaction mixture is acidified with sulfuric acid. The overall organic products of this
reaction are salicylic acid and methanol.
OH
e
Na
OH
OH
Na
NaOH
* * = * = *
methyl salicylate
Water insoluble salt
Water soluble salt
salicylic acid
1818
84
84
BEET
14
1091
1936
2855
2956
2898 79
3074 64
3190 47
52
49
1403
1441
NaOH
767 19
801 52
79
431
512
12
30
12
70
55
B
1135
1159
1217
1254
810 62
531 38
1487
1588
-0-CH₂
OT
1615
25
19
1679
1306
1329 13
8
5
4
964
1033
849 22
855 65
55
39
726
667
702
663 67
34
15
38
OH
HAVENUMBERI-
DOO
3000
2000
1500
1000
O
C₂H₂O3
+ H₂O + CH3
METHYL SALICYLATE
HIT-NO-1156 SCORE= (
SDBS-NO-727
IR-NIDA-00971: LIQUID FI

1 of 1
LOD
TRANSMITTANCETI
D
| HIT-NO=1330 |SCORE= (
SALICYLIC ACID
C₂H₂03
4000
3240
3013
2864
2724
2605
65576
235064
61-4
3000
62 1680 64 1326
172CO
53 1527 81
1862 4 1405 77
1613 29 1386 70
29
55 1484 12 1251
66 1447
70 1467 41 1239
16 1212 26
1190 58
1157 28
63 1161
72
1297 21 1091 77
7 1032
68
49 966 79
893 58
858 70
863 64
NA
| SDBS-NO=1149
IR - Salicylic Acid
2000
FFB
HAVENUMBERI-11
786
57
760 13
699 29
661 38
569 77
| IR-NIDA-08453 KBR DISC
533 50
467 70
1500
тр
OH
1000
OH
500

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