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

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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 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
Transcribed Image Text: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
Transcribed Image Text: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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