5. A compound having molecular formula CSHẠOS reacts with hydrazine hydrate forming a product C with molecular formula C10H&N2S2. The 'H-NMR and 1³C-NMR spectra of the product is given below. Identify compounds A and C. Also, assign each NMR peak. TDA.esp 1.0- 0.9 0.8- 0.7- 0.6 10.5 0.4 0.3- 0.2 0.1- 160 150 140 130 120 110 100 90 80 70 60 50 30 20 10 Chemical Shift (ppm) ITDA.esp 1.0국 0.9- 0.8 0.7- 0.6- 0.5 'H-NMR (500 MHz, CDCl3 at 300K) 8: 8.80 (s), 7.50 (d), 7.44 (d), 7.296 (s, CDCI3) 7.14 (m). 0.4- 13C-NMR (500 MHz, CDC3 at 300K) 8: 155.80 (s), 0.3 139.02 (s), 132.42 (s), 130.05 (s), 127.84 (s), 76.80 (t, CDCI3). 0.2- 0.1 10 9 2 Chemical Shift (ppm) TDA.esp 0.55- 0.50- 0.45- 0.40- 0.35 0.30- 0.25. 0.20 0.15 0.10 0.05 7.50 7.45 7.30 7.15 7.35 Chemical Shift (ppm) 7.40 7.25 7.20 Normalized Intensity Normalized Intensity Normaliad Intensity 139.02

EBK A SMALL SCALE APPROACH TO ORGANIC L
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Chapter61: Friedel–crafts Acylation
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( do 5 with explanation
5. A compound having molecular formula CSHẠOS reacts with hydrazine hydrate forming a
product C with molecular formula C10H&N2S2. The 'H-NMR and 13C-NMR spectra of the product
is given below. Identify compounds A and C. Also, assign each NMR peak.
TDA.esp
1.0-
0.9-
0.8-
0.7-
E 0.6
9 0.5
0.4-
0.3
0.2
0.1-
160
150 140
110
70
Chemical Shift (ppm)
130
120
100
90
80
60
50
40
30
20
10
TDA.esp
1.0-
0.9-
0.8-
0.7-
0.6-
'H-NMR (500 MHz, CDC33 at 300K) 8: 8.80 (s), 7.50
0.5-
(d), 7.44 (d), 7.296 (s, CDCI3) 7.14 (m).
0.4-
13C-NMR (500 MHz, CDC13 at 300K) 8: 155.80 (s),
0.3-
139.02 (s), 132.42 (s), 130.05 (s), 127.84 (s), 76.80 (t, CDCI3).
0.2-
0.1-
10
8
6.
Chemical Shift (ppm)
ETDA.esp
0.55-
0.50-
0.45-
0.40-
0.35-
0.30-
0.25-
0.20-
0.15
0.10-
0.05-
7.35
Chemical Shift (ppm)
7.50
7.45
7.40
7.30
7.25
7.20
7.15
Fig= Aromatic part expanded
Normalized Intensity
Normalized Intensity
Normalized Intensity
-7.50
Transcribed Image Text:5. A compound having molecular formula CSHẠOS reacts with hydrazine hydrate forming a product C with molecular formula C10H&N2S2. The 'H-NMR and 13C-NMR spectra of the product is given below. Identify compounds A and C. Also, assign each NMR peak. TDA.esp 1.0- 0.9- 0.8- 0.7- E 0.6 9 0.5 0.4- 0.3 0.2 0.1- 160 150 140 110 70 Chemical Shift (ppm) 130 120 100 90 80 60 50 40 30 20 10 TDA.esp 1.0- 0.9- 0.8- 0.7- 0.6- 'H-NMR (500 MHz, CDC33 at 300K) 8: 8.80 (s), 7.50 0.5- (d), 7.44 (d), 7.296 (s, CDCI3) 7.14 (m). 0.4- 13C-NMR (500 MHz, CDC13 at 300K) 8: 155.80 (s), 0.3- 139.02 (s), 132.42 (s), 130.05 (s), 127.84 (s), 76.80 (t, CDCI3). 0.2- 0.1- 10 8 6. Chemical Shift (ppm) ETDA.esp 0.55- 0.50- 0.45- 0.40- 0.35- 0.30- 0.25- 0.20- 0.15 0.10- 0.05- 7.35 Chemical Shift (ppm) 7.50 7.45 7.40 7.30 7.25 7.20 7.15 Fig= Aromatic part expanded Normalized Intensity Normalized Intensity Normalized Intensity -7.50
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