11 8. When benzene is treated with Reagent(s) A followed by Reagent(s) B, Compound P (CaHCIO) is the major product. If the order of reagents is reversed, Compound Q (also Calf-CIO) is formed instead (see the scheme below). Both P and Q have a strong IR absorption around 1685 cm, H and "C NMR spectra of P and Q are shown below. Draw the structures of P and Q and list the Reagents A and B. Benzene 11 10 10 1. A 2. B Compound P ¹H NMR 2:2 Compound Q ¹H NMR ut 2:1:1 ppm ppm Benzene DEPT-90 DEPT-135 DEPT-90 DEPT-135 1. B 2. A 200 200 180 160 140 140 2² 2 peaks 120 120 ppm Compound P "C NMR 100 Compound Q 1³C NMR ppm 60 80 60 -9 -8

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11
8.
When benzene is treated with Reagent(s) A followed by Reagent(s) B, Compound P (CaHCIO) is the major
product. If the order of reagents is reversed, Compound Q (also CaHCIO) is formed instead (see the scheme below). Both
P and Q have a strong IR absorption around 1685 cm, H and "C NMR spectra of P and Q are shown below. Draw the
structures of P and Q and list the Reagents A and B.
Benzene
10
1. A
2. B
9
Compound P
¹H NMR
Compound Q
¹H NMR
2:2
السر
2:1:1
ppm
5
ppm
:
3
3
Benzene
DEPT-90
DEPT-135
0
DEPT-90
200 180
200
DEPT-135
1. B
2. A
180
160
160
140
12
140
120
120
100
ppm
Compound P
13C NMR
2 peaks
60
BO
Compound Q
13C NMR
100
ppm
80 60
40
-8
20
20
Transcribed Image Text:11 8. When benzene is treated with Reagent(s) A followed by Reagent(s) B, Compound P (CaHCIO) is the major product. If the order of reagents is reversed, Compound Q (also CaHCIO) is formed instead (see the scheme below). Both P and Q have a strong IR absorption around 1685 cm, H and "C NMR spectra of P and Q are shown below. Draw the structures of P and Q and list the Reagents A and B. Benzene 10 1. A 2. B 9 Compound P ¹H NMR Compound Q ¹H NMR 2:2 السر 2:1:1 ppm 5 ppm : 3 3 Benzene DEPT-90 DEPT-135 0 DEPT-90 200 180 200 DEPT-135 1. B 2. A 180 160 160 140 12 140 120 120 100 ppm Compound P 13C NMR 2 peaks 60 BO Compound Q 13C NMR 100 ppm 80 60 40 -8 20 20
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